JP2532299B2 - Pantothenic acid derivative - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION <Industrial field of application> The present invention provides pantothenic acid excellent in the inhibitory activity of acyl-CoA-cholesterol-acyltransferase (Acyl CoA-Cholesterol-Acyltransferase-hereinafter abbreviated as "ACAT"). Regarding derivatives.

<Prior art and problems> In recent years, in atherosclerosis that is commonly seen among arteriosclerosis, fat deposition is observed from the earliest stage of arteriosclerosis onset, and the main component of this accumulated fat is cholesterol, In addition, numerous histopathological and biochemical studies have revealed that this cholesterol is derived from plasma lipids. In addition, various epidemiological studies have shown that hyperlipidemia is a major risk factor for arteriosclerotic diseases. Therefore, the treatment of hyperlipidemia is becoming more and more important in reducing the risk of arteriosclerotic diseases, and the therapeutic agent not only lowers the serum lipid level but also improves the serum lipid balance, or The advent of drugs that can positively prevent the onset of sclerosis is desired.

A large number of drugs have already been provided as therapeutic agents for hyperlipidemia, and some clinical effects have been achieved in reducing total serum cholesterol, but it is not always sufficient to reduce mortality due to arteriosclerotic diseases. The effect is not recognized. Further, in recent years, with the elucidation of the lipid metabolism system, a drug that controls serum lipid balance, that is, effective in increasing the serum level of high density lipoprotein (HDL) and decreasing the level of low density lipoprotein (LDL) Drugs or drugs that inhibit cholesterol biosynthesis and consequently lower serum lipid levels (HMGCoA reductase inhibit
ors) etc. are being developed. However, although such drugs are also effective in improving blood lipid levels, they have little effect on the control of the absorption of dietary cholesterol from the intestinal wall, and further positively influence the onset or progression of arteriosclerosis. Whether it has no preventable effect and can reduce the risk of arteriosclerotic disease should be awaited for future study.

On the other hand, ACAT, which is known as an integral membrane enzyme, is abundant in intracellular microsomes of the liver and small intestine, and controls the synthesis of cholesterol ester. Also, for this enzyme,
At present, the existence of two types of isozymes is known, but their structures and their physiological roles have not yet been elucidated because isolation and purification of this enzyme is difficult. But AC
AT is involved in the absorption of cholesterol between the intestines and the intracellular accumulation as cholesterol ester, and it is known that its activity is promoted in arteriosclerotic lesions,
The inhibitor of this enzyme is expected to be useful as a drug having an antiarteriosclerotic effect as well as a blood lipid lowering effect based on cholesterol absorption inhibition.

Therefore, the present inventors have conducted intensive research to synthesize a substance having an excellent ACAT inhibitory activity, and as a result, have completed the present invention.

<Disclosure of the Invention> According to the present invention, the following general formula In the formula, R ¹ and R ² are the same or different and each represents a hydrogen atom or a hydroxyl-protecting group; R ³ is a saturated or unsaturated and substituted with a linear, branched or cyclic aromatic group. Optionally C _{5 to} C ₂₅ monovalent aliphatic hydrocarbon group or group Wherein R ⁴ represents a saturated or unsaturated and linear, branched or cyclic C _{5 to} C ₂₅ monovalent aliphatic hydrocarbon group, and R ⁵ represents a hydrogen atom or saturated or unsaturated. Represents a monovalent aliphatic hydrocarbon group which may be substituted with a saturated and linear, branched or cyclic aromatic group; A is a saturated or unsaturated and linear, branched or cyclic Represents a C ₂ -C ₁₆ divalent aliphatic hydrocarbon group, divalent aromatic hydrocarbon group or divalent aromatic heterocyclic group which may be substituted with an aromatic group; Is And the other is -O-, -S- or Wherein R ⁶ and R ⁷ each represent a hydrogen atom or a lower alkyl group; and n is an integer of 1 to 4.

In the present specification, the term “lower” means that the atomic group or compound modified by this term has 6 or less carbon atoms, preferably 4 carbon atoms or less.
It is used to indicate that the number is less than or equal to the number.

The "hydroxyl-protecting group" may be any protecting group that can be removed by hydrolysis or hydrogenolysis, and examples thereof include those exemplified below. Methyl, methoxyethyl, methylthiomethyl, benzyloxymethyl, t-butoxymethyl, 2-methoxyethoxymethyl, 2,2,2-trichloroethoxymethyl,
Bis (2-chloroethoxy) methyl, 1-ethoxyethyl, 1-methyl-1-methoxyethyl, 1- (isopropoxy) ethyl, 2,2,2-trichloroethyl, t-butyl, allyl, cinnamyl, benzyl, p-methoxybenzyl, o-nitrobenzyl, p-nitrobenzyl, p-
Chlorobenzyl, o-chlorobenzyl, p-cyanobenzyl, diphenylmethyl, α-naphthyldiphenylmethyl, triphenylmethyl, di (p-methoxyphenyl)
A substituted or unsubstituted alkyl or alkenyl group such as methyl;
Tetrahydropyranyl, tetrahydrothiopyranyl, 4
A heterocyclic group such as -methoxytetrahydropyranyl, 4-methoxytetrahydrothiopyranyl, tetrahydrofuranyl, tetrahydrothiofuranyl; trimethylsilyl,
Triethylsilyl, isopropyldimethylsilyl, t-
Butyldimethylsilyl, t-butyldiphenylsilyl,
Substituted silyl groups such as methyldiisopropylsilyl, methyldi-t-butylsilyl, tribenzylsilyl, triphenylsilyl, triisopropylsilyl; formyl, acetyl, propionyl, chloroacetyl, dichloroacetyl, trichloroacetyl, trifluoroacetyl, methoxyacetyl, triphenyl. Methoxyacetyl, phenoxyacetyl, p-chlorophenoxyacetyl, 2,6-
Dichloro-4-methylphenoxyacetyl, phenylacetyl, chlorodiphenylacetyl, 3-phenylpropionyl, 3-benzoylpropionyl, isobutyroyl, monosuccinoyl, 4-oxopentanoyl, pivaloyl, 2-butenoyl, (E) -2-methyl-2. -Butenoyl, benzoyl, 2-chlorobenzoyl, 3-nitrobenzoyl, 2-fluorobenzoyl, 3-trofluoromethylbenzoyl, 3-trichloromethylbenzoyl, 4-phenylbenzoyl, 2,4,6-trimethylbenzoyl, α- Acyl groups such as naphthoyl; methoxycarbonyl, ethoxycarbonyl, 2,2,2-triethoxycarbonyl, isobutoxycarbonyl, vinyloxycarbonyl, aryloxycarbonyl, cinnamyloxycarbonyl, p-nitro E Bruno butoxycarbonyl, benzyloxycarbonyl, p- methoxybenzyloxycarbonyl, 3,4-dimethoxybenzyl oxycarbonyl,
Substituted oxycarbonyl groups such as o-nitrobenzyloxycarbonyl and p-nitrobenzyloxycarbonyl; phenylcarbamoyl, naphthylcarbamoyl, toluylcarbamoyl, fluorophenylcarbamoyl, difluorophenylcarbamoyl, nitrophenylcarbamoyl, cyanophenylcarbamoyl, benzylcarbamoyl, methylcarbamoyl , Ethylcarbamoyl, isopropylcarbamoyl, butylcarbamoyl, cyclohexylcarbamoyl, cyclopropylmethylcarbamoyl, phenylthiocarbamoyl, naphthylthiocarbamoyl, toluylthiocarbamoyl, fluorophenylthiocarbamoyl, difluorophenylthiocarbamoyl, nitrophenylthiocarbamoyl, cyanophenylthiocarbamoyl, Be Di thio carbamoyl, propyl thiocarbamoyl, and substituted carbamoyl groups such as butyl thiocarbamoyl.

Further, in the above formula (I), when R ¹ and R ² represent a hydroxyl-protecting group, R ¹ and R ² together form methylene, ethylidene, 1-t-butylethylidene, 1-phenyl. Ethylidene, 2,2,2-trichloroethylidene, isopropylidene, butylidene, cyclopentylidene, cyclohexylidene, cycloheptylidene, benzylidene, p-methoxybenzylidene, 2,4-dimethoxybenzylidene, p-dimethylaminobenzylidene, o -Nitrobenzylidene, methoxymethylene, ethoxymethylene, dimethoxymethylene, 1-methoxyethylidene, 1,
An ylidene group such as 2-dimethoxyethylidene or α-methoxybenzylidene can also be formed.

Examples of the “saturated or unsaturated and linear, branched or cyclic monovalent aliphatic hydrocarbon group” include the following.

(1) Alkyl group: For example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, pentyl, neopentyl, isopentyl, t-pentyl, 1-ethylpentyl, 1-isopropylpentyl, 1-t-butylpentyl. , 2-ethylpentyl, 2-isopropylpentyl, 2-t-butylpentyl, 3-ethylpentyl, 3-isopropylpentyl, 3-t-butylpentyl, hexyl, 1-ethylhexyl, 1-isopropylhexyl, 1-t-. Butylhexyl, 2-ethylhexyl, 2-isopropylhexyl, 2-t-butylhexyl, 3-ethylhexyl, 3-isopropylhexyl, 3-t-butylhexyl, heptyl, 1-ethylheptyl, 1-isopropylheptyl, 1-neo. Pentyl heptyl, 2- Ethylheptyl, 2-isopropylheptyl, 2-neopentylheptyl, 3-ethylheptyl, 3-isopropylheptyl, 3-neopentylheptyl, octyl, 1-ethyloctyl, 1-isopropyloctyl, 1-t-butyloctyl, 2 -Ethyloctyl, 3-isopropyloctyl, 4-t-butyloctyl, nonyl, 1-methylnonyl, 1-ethylnonyl, 1-isopropylnonyl, 1
-Isobutylnonyl, 2-methylnonyl, 2-ethylnonyl, 3-isopropylnonyl, 4-isobutylnonyl, decyl, 1-ethyldecyl, 1,1-diethyldecyl, 1-t-butyldecyl, 3-ethyldecyl, 1,3-
Diethyldecyl, 2-t-butyldecyl, undecyl,
1-isopropylundecyl, 1,1-diethylundecyl, 2-isopropylundecyl, 1,2-diethylundecyl, dodecyl, 1-t-butyldodecyl, 1-isopropyldodecyl, 1,1-diethyldodecyl, 2 -T
-Butyl dodecyl, 3-isopropyl dodecyl, 2,4-
Diethyldodecyl, tridecyl, 1,1-diethyltridecyl, 1-t-butyltridecyl, 1,5-diethyltridecyl, 3-t-butyltridecyl, tetradecyl, 1
-Isobutyltetradecyl, pentadecyl, 1-methylpentadecyl, 1,1-dimethylpentadecyl, 1-ethoxypentadecyl, 1,1-diethylpentadecyl, 1-
Isopropyl pentadecyl, 1-t-butyl pentadecyl, 2-isobutyl tetradecyl, 3-methyl pentadecyl, 2,6-dimethyl pentadecyl, 2-ethyl pentadecyl, 1,4-diethyl pentadecyl, 3-isopropyl penta Decyl, 2-t-butylpentadecyl, hexadecyl, 1,1-dimethylhexadecyl, 1-methylhexadecyl, 1-ethylhexadecyl, 1-isopropylhexadecyl, 1-t-butylhexadecyl, 1,3- Dimethylhexadecyl, 2-methylhexadecyl, 4-ethylhexadecyl, 3-isopropylhexadecyl, 4
-T-butylhexadecyl, heptadecyl, 1-methylheptadecyl, 1,1-dimethylheptadecyl, 1-ethylheptadecyl, 1-isopropylheptadecyl, 1-
t-butylheptadecyl, 2-methylheptadecyl, 3,
5-dimethylheptadecyl, 2-ethylheptadecyl,
5-isopropylheptadecyl, 3-t-butylheptadecyl, octadecyl, 1-methyloctadecyl, 1,1
-Dimethyl octadecyl, 1-ethyl octadecyl, 1,
1-diethyl octadecyl, 2-methyl octadecyl,
2,3-Dimethyloctadecyl, 5-ethyloctadecyl, 1,2-diethyloctadecyl, nonadecyl, 1-methylnonadecyl, 1,1-dimethylnonadecyl, 1-t-
Butylnonadecyl, 2-methylnonadecyl, 2,3-dimethylnonadecyl, 3-t-butylnonadecyl, icosyl, 1-methylicosyl, 1,1-dimethylicosyl, 1
-Ethylicosyl, 1-t-butylicosyl, 4-methylicosyl, 2,2-dimethylicosyl, 3-ethylicosyl, 2-t-butylicosyl and the like.

(2) Alkenyl group: for example, vinyl, 1-propenyl, 1-methyl-2-propenyl, 1-methyl-1-butenyl, 2-butenyl, 1-methyl-3-butenyl, 1-pentenyl, 1-methyl-2.
-Pentenyl, 1-ethyl-3-pentenyl, 4-pentenyl, 1,3-pentadienyl, 2,4-pentadienyl,
1-hexenyl, 1-methyl-2-hexenyl, 3-hexenyl, 4-hexenyl, 1-butyl-5-hexenyl, 1,3-hexadienyl, 2,4-hexadienyl, 1-
Heptenyl, 2-heptenyl, 3-heptenyl, 4-heptenyl, 5-heptenyl, 6-heptenyl, 1,3-heptadienyl, 2,4-heptadienyl, 1-octenyl, 2-octenyl, 3-octenyl, 4-octenyl, 5-octenyl, 6-octenyl, 7-octenyl, 1-nonenyl, 2-nonenyl, 3-nonenyl, 4-
Nonenyl, 5-nonenyl, 6-nonenyl, 7-nonenyl, 8-nonenyl, 9-decenyl, 1-methyl-9-decenyl, 1,1-dimethyl-9-decenyl, 1-ethyl-
9-decenyl, 6-undecenyl, 1-methyl-6-undecenyl, 1,1-dimethyl-6-undecenyl, 6-
Tridecenyl, 1-methyl-6-tridecenyl, 1,1-
Dimethyl-6-tridecenyl, 8-tridecenyl, 1-
Methyl-8-tridecenyl, 1,1-dimethyl-8-toludecenyl, 10-tridecenyl, 1-methyl-10-tridecenyl, 1,1-dimethyl-10-tridecenyl, 10-pentadecenyl, 1-methyl-10-pentadecenyl, 1,1-
Dimethyl-10-pentadecenyl, 8-pentadecenyl,
1-methyl-8-pentadecenyl, 1,1-dimethyl-8
-Pentadecenyl, 12-heptadecenyl, 1-methyl-
12-heptadecenyl, 1,1-dimethyl-12-heptadecenyl, 10-heptadecenyl, 1-methyl-10-heptadecenyl, 1,1-dimethyl-10-heptadecenyl, 8-heptadecenyl, 1-methyl-8-heptadecenyl, 1, 1
-Dimethyl-8-heptadecenyl, 1-ethyl-8-heptadecenyl, 8,11-heptadecadienyl, 1-methyl-8,11-heptadecadienyl, 8,11,14-heptadecatrienyl and the like.

(3) Alkynyl group: for example, propargyl, 2-butynyl, 1-methyl-3-butynyl, 2-pentynyl, 1-ethyl-3-pentynyl, 1
-Isopropyl-4-pentynyl, 1,3-pentadiynyl, 2,4-pentadiynyl, 1-hexynyl, 1-methyl-2-hexynyl, 2-methyl-3-hexynyl, 1
-Ethyl-4-hexynyl, 5-hexynyl, 1,3-hexadiynyl, 2,4-hexadiynyl, 1-heptinyl, 1-methyl-2-heptinyl, 3-heptynyl, 1
-Ethyl-4-heptynyl, 2-propyl-5-heptynyl, 2-ethyl-6-heptynyl, 1,3-heptadiynyl, 2,4-heptadiynyl, 1-octynyl, 1-methyl-2-octynyl, 3-methyl -1-octynyl,
4-methyl-1-octynyl, 1-methyl-5-octynyl, 6-methyl-1-octynyl, 7-octynyl,
1-nonynyl, 2-methyl-1-nonynyl, 3-methyl-1-nonynyl, 1-methyl-4-nonynyl, 5-nonynyl, 6-methyl-1-nonynyl, 1-methyl-7-nonynyl, 8- Nonynyl, 9-decynyl, 1-methyl-9
-Decynyl, 1,1-dimethyl-9-decynyl, 1-ethyl-9-decynyl, 6-undecynyl, 1-methyl-6
-Undecynyl, 1,1-dimethyl-6-undecynyl,
6-tridecynyl, 1-methyl-6-tridecynyl, 1,
1-dimethyl-6-tridecynyl, 8-tridecynyl,
1-methyl-8-tridecynyl, 1,1-dimethyl-8-
Tridecynyl, 10-tridecynyl, 1-methyl-10-tridecynyl, 1,1-dimethyl-10-tridecynyl, 10-
Pentadecynyl, 1-methyl-10-pentadecynyl, 1,
1-dimethyl-10-pentadecynyl, 8-pentadecynyl, 1-methyl-8-pentadecynyl, 1,1-dimethyl-8-pentadecynyl, 12-heptadecynyl, 1-methyl-12-heptadecynyl, 1,1-dimethyl-12- Heptadecinyl, 10-heptadecinyl, 1-methyl-10-heptadecinyl, 1,1-dimethyl-10-heptadecinyl, 8
-Heptadecinyl, 1-methyl-8-heptadecinyl,
1,1-dimethyl-8-heptadecynyl, 1-ethyl-8
-Heptadecinyl, 8,11-heptadecadiynyl, 1-methyl-8,11-heptadecadiynyl, 8,11,14-heptadecatriynyl and the like.

(4) Cycloalkyl group: For example, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, perhydronaphthyl and the like.

(5) Cycloalkenyl group: For example, cyclopentenyl, cyclohexenyl, cycloheptenyl, cyclooctenyl, cyclopentadienyl, cyclohexadienyl, cycloheptadienyl, cyclooctadienyl and the like.

(6) Cycloalkylalkyl group: For example, cyclohexylmethyl, cyclopentylmethyl, (4-
Isopropylcyclohexyl) methyl, (4-t-butylcyclohexyl) methyl, (4-neopanthylcyclohexyl) methyl, 2-cyclopentylethyl, 2-cyclohexylethyl, 3-cyclopentylpropyl, 3
-Cyclohexylpropyl, 1-cyclopentylpentyl, 1-cyclohexylpentyl, 1-cyclohexylmethylpentyl, 3-cyclopentylpentyl, 2-cyclohexylpentyl, 2-cyclohexylmethylpentyl, 1- (4-t-butylcyclohexyl) methylpentyl, 1 -Cyclopentylhexyl, 1-cyclohexylhexyl, 1-cyclopentylmethylhexyl, 2
-Cyclopentylhexyl, 2-cyclohexylhexyl, 3-cyclopentylmethylhexyl, 1- (4-neopentylcyclohexyl) methylhexyl, 1-cyclopentylheptyl, 1-cyclohexylmethylheptyl, 1- (4-isopropylcyclohexyl) methylheptyl, 3 -Cyclopentylheptyl, 2-cyclohexylmethylheptyl, 4- (4-isopropylcyclohexyl) methylheptyl, 1-cyclopentyloctyl, 1-cyclohexyloctyl, 1-cyclopentylmethyloctyl, 2-cyclopentyloctyl, 3-cyclohexyloctyl, 2-cyclopentyl Methyloctyl, 1-cyclopentylnonyl, 1-cyclohexylnonyl, 1-cyclohexylmethylnonyl, 3-cyclopentylnonyl, 2 Cyclohexyl nonyl, 2-cyclohexylmethyl-nonyl, 1-cyclopentyl-decyl,
1-cyclopentylundecyl, 1-cyclohexylundecyl, 1-cyclopentyldodecyl, 1-cyclopentyltridecyl, 2-cyclopentyldecyl, 3-cyclopentylundecyl, 3-cyclohexylundecyl, 2-cyclopentyldodecyl, 2-cyclopentyltridecyl , 1-cyclopentyltetradecyl, 1-cyclohexyltetradecyl, 2-cyclopentyltetradecyl, 3-cyclohexyltetradecyl and the like.

(7) Cycloalkenylalkyl group: For example, 2-cyclohexen-1-ylmethyl, 1-cyclopenten-1-ylmethyl, 2- (2-cyclopentene-1)
-Yl) ethyl, 2- (1-cyclohexen-1-yl) ethyl, 3- (1-cyclopenten-1-yl) propyl, 3- (1-cyclohexen-1-yl) propyl, 4- (1-cyclohexene) -1-yl) butyl, 1
-(1-Cyclopenten-1-yl) pentyl, 5-
(1-Cyclopenten-1-yl) pentyl, 1-1
(Cyclohexen-1-yl) pentyl, 5- (1-Cyclohexen-1-yl) pentyl, 1- (1-Cyclohexen-1-ylmethyl) pentyl, 1- (1-Cyclopenten-1-yl) hexyl, 6- (1-Cyclopenten-1-yl) hexyl, 1- (1-cyclohexen-1-yl) hexyl, 6- (cyclohexene-1-)
Yl) hexyl, 1- (2-cyclopenten-1-ylmethyl) hexyl, 1- (1-cyclopenten-1-yl) heptyl, 7- (1-cyclopenten-1-yl)
Heptyl, 1- (1-cyclohexen-1-ylmethyl) heptyl, 1- (1-cyclopenten-1-yl)
Octyl, 1- (2-cyclopenten-1-yl) octyl, 1- (2-cyclohexen-1-yl) octyl, 8- (2-cyclohexen-1-yl) octyl,
1- (1-cyclopenten-1-ylmethyl) octyl, 1- (1-cyclopenten-1-yl) nonyl, 9
-(1-Cyclopenten-1-yl) nonyl, 1- (1
-Cyclohexen-1-yl) nonyl, 9- (1-cyclohexen-1-yl) nonyl, 1- (1-cyclohexen-1-ylmethyl) nonyl, 1- (1-cyclopenten-1-yl) decyl, 10- (1-cyclopentene-
1-yl) decyl, 1- (2-cyclopenten-1-yl) undecyl, 1- (2-cyclohexen-1-yl) undecyl, 1- (1-cyclopenten-1-yl) dodecyl, 1- (1- Cyclopenten-1-yl)
Tridecyl, 1- (2-cyclopenten-1-yl) tetradecyl, 1- (3-cyclohexen-1-yl) tetradecyl and the like.

(6) Alkylcycloalkyl group and alkenylcycloalkyl group: For example, 1-methylcyclobutyl, 2-ethylcyclobutyl, 2
-Propylcyclobutyl, 1-butylcyclobutyl, 1
-Pentylcyclobutyl, 1-hexylcyclobutyl,
1-heptylcyclobutyl, 1-octylcyclobutyl, 1-nonylcyclobutyl, 2-pentylcyclobutyl, 2-hexylcyclobutyl, 2-heptylcyclobutyl, 2-octylcyclobutyl, 2-nonylcyclobutyl, 1- Decylcyclobutyl, 1-undecylcyclobutyl, 1-dodecylcyclobutyl, 1-pentadecylcyclobutyl, 1- (9-octadecenyl) cyclobutyl, 1-methylcyclopentyl, 2-methylcyclopentyl, 1-ethylcyclopentyl, 1- Propylcyclopentyl, 1-butylcyclopentyl, 2-butylcyclopentyl, 1-pentylcyclopentyl, 1-hexylcyclopentyl, 3-hexylcyclopentyl, 1-
Heptylcyclopentyl, 1-octylcyclopentyl, 2-octylcyclopentyl, 1-decylcyclopentyl, 1-dodecylcyclopentyl, 1-tridecylcyclopentyl, 1-tetradecylcyclopentyl, 1
-(9-Octadecenyl) cyclopentyl, 1-methylcyclohexyl, 1-ethylcyclohexyl, 1-propylcyclohexyl, 2-methylcyclohexyl, 3-
Ethylcyclohexyl, 4-propylcyclohexyl,
1-butylcyclohexyl, 1-pentylcyclohexyl, 1-hexylcyclohexyl, 4-butylcyclohexyl, 4-pentylcyclohexyl, 4-hexylcyclohexyl, 1-heptylcyclohexyl, 1-octylcyclohexyl, 1-nonylcyclohexyl, 1-
Undecylcyclohexyl, 1-hexadecylcyclohexyl, 1- (9-octadecenyl) cyclohexyl and the like.

(9) Alkylcycloalkenyl groups and alkenylcycloalkenyl groups: for example, 1-methyl-2-cyclopentenyl, 1-ethyl-2-
Cyclopentenyl, 1-propyl-2-cyclopentenyl, 1-butyl-2-cyclopentenyl, 1-pentyl-2-cyclopentenyl, 1-hexyl-2-cyclopentenyl, 1-heptyl-2-cyclopentenyl, 1-
Octyl-2-cyclopentenyl, 2-methyl-2-cyclopentenyl, 3-ethyl-2-cyclopentenyl,
2-propyl-3-cyclopentenyl, 3-butyl-2
-Cyclopentenyl, 2-pentyl-2-cyclopentenyl, 3-hexyl-3-cyclopentenyl, 2-heptyl-2-cyclopentenyl, 2-octyl-3-cyclopentenyl, 1-decyl-2-cyclopentenyl, 1
-Dodecyl-2-cyclopentenyl, 1-tridecyl-
2-cyclopentenyl, 1-tetradecyl-2-cyclopentenyl, 1- (9-octadecenyl) -2-cyclopentenyl, 1-methyl-2-cyclohexenyl, 1-
Ethyl-2-cyclohexenyl, 1-propyl-2-cyclohexenyl, 1-butyl-2-cyclohexenyl,
1-pentyl-2-cyclohexenyl, 1-hexyl-
2-cyclohexenyl, 1-heptyl-2-cyclohexenyl-, 4-methyl-2-cylohexenyl, 2-ethyl-2-cyclohexenyl, 3-propyl-2-cyclohexenyl, 4-butyl-3-cyclohexenyl , 3-
Pentyl-3-cyclohexenyl, 4-hexyl-3-
Cyclohexenyl, 4-heptyl-3-cyclohexenyl, 1-octyl-2-cyclohexenyl, 1-nonyl-2-cyclohexenyl, 1-undecyl-2-cyclohexenyl, 1-hexadecyl-2-cyclohexenyl, 1- (9-octadecenyl) -2-cyclohexenyl and the like.

"Saturated or unsaturated monovalent aliphatic hydrocarbon group substituted with a linear, branched or cyclic aromatic group"
Examples of the "aromatic group" include phenyl, aromatic hydrocarbon groups such as naphthyl, freel, thienyl, pyridine, quinolyl, isoquinolyl, pyridazinyl, pyrazinyl, indolyl, benzoxazodiazolyl, imidazolyl, benzothiadiazolyl, An aromatic heterocyclic group such as triazolyl or tetrazolyl can be shown. This aromatic group may be substituted, for example, a chlorine atom, a bromine atom, a halogen atom such as a fluorine atom, a lower alkyl group, a lower alkoxy group, a cyano group, a nitro group, a trichloromethyl group, a trifluoromethyl group, Substituents such as a hydroxy group, a phenyl group, a phenoxy group and a lower alkylthio group can be mentioned.

The saturated or unsaturated and linear, branched or cyclic monovalent aliphatic hydrocarbon group which can be represented by R ³ or R ⁴ in the above general formula is a relatively long chain among the above. Those having 5 to 25 carbon atoms, preferably 8 to 22 carbon atoms, are used, while those which are saturated or unsaturated and which may be represented by R ⁵ are linear, branched or cyclic. The valent aliphatic hydrocarbon group may be either a short chain or a long chain, but is generally a relatively short chain, preferably having 1 to 10 carbon atoms, more preferably 1
Those of up to 8 are suitable.

Therefore, a group which can be represented by R ³ in the general formula (I) is Specific examples of 2-cyclopentylethylamino, 2-cyclopentylethylamino, 3-cyclopentylpropylamino, 3-cyclohexylpropylamino, 2-cyclopentyl-1-methylethylamino, 2-cyclopentyl-1,1- Dimethylethylamino, 2-cyclohexyl-1-methylethylamino, 3
-Cyclopentylpropylamino, 3-cyclohexylpropylamino, 4-cyclohexyl-1,1-dimethylbutylamino, 1-methylpentylamino, 1,1-dimethylpentylamino, 1-ethylpentylamino, 1-
Cyclohexyl-4-methylpentylamino, 1-cyclopentyl-4-methylpentylamino, 2-methylpentylamino, 1,2-dimethylpentylamino, 2-ethylpentylamino, 2-cyclohexyl-4-methylpentylamino, 2- Cyclopentyl-4-methylpentylamino, 3-methylpentylamino, 1,3-dimethylpentylamino, 3-ethylpentylamino, 1-cyclohexyl-3-methylpentylamino, 1-cyclopentyl-3-methylpentylamino, hexylamino , 1-methylhexylamino, 1,1-dimethylhexylamino, 1-ethylhexylamino, 1,1-diethylhexylamino, 1-propylhexylamino, 1-butylhexylamino, 1-cyclopentylhexylamino, 2-methylhexyl Ami 1,2-dimethylhexylamino, 2-ethylhexylamino, 1,2-diethylhexylamino, 2-propylhexylamino, 2-butylhexylamino, 6-cyclopentylhexylamino, 6-cyclohexylhexylamino, heptylamino, 1 -Ethylheptylamino, 1,1-dimethylheptylamino, 1-cyclohexylheptylamino, 1-cyclopentylheptylamino, 1-cyclohexylmethylheptylamino, 1-cyclopentylmethylheptylamino, octylamino, 1,1-dimethyloctylamino, 1-methyloctylamino, 1-ethyloctylamino, 1,1-diethyloctylamino, 1-propyloctylamino, 1-butyloctylamino, 1-cyclopentyloctylamino, 1-cyclohexyloctylamino Bruno, 1 cyclopentylmethyl octylamino, 1
-Cyclohexylmethyloctylamino, nonylamino, 1-methylnonylamino, 1,1-dimethylnonylamino, 1-ethylnonylamino, 1,1-diethylnonylamino, decylamino, 1-methyldecylamino, 1,1
-Dimethyldecylamino, 1-ethyldecylamino, 1,
1-diethyldecylamino, 1-cyclopentyldecylamino, 1-cyclohexyldecylamino, 1-cyclopentylmethyldecylamino, 1-cyclohexylmethyldecylamino, undecylamino, 1-methylundecylamino, 1,1-dimethylundensyl Amino, dodecylamino, 1-methyldodecylamino, 1,1-dimethyldodecylamino, tetradecylamino, 1-methyltetradecylamino, 1,1-dimethyltetradecylamino, pentadecylamino, 1-methylpentadecylamino, 1,1-dimethylpentadecylamino, hexadecylamino, 1-methylhexadecylamino, 1,1-dimethylhexadecylamino, heptadecylamino, 1-methylheptadecylamino, 1,1-dimethylheptadecylamino, octadecyl Amino, 1-me Tyl octadecylamino, 1,1-dimethyloctadecylamino, 3-cyclopentyl-2-propenylamino, 3-cyclohexyl-2-propenylamino, 1,1-dimethyl-3-butenylamino, 1-ethyl-3-butenylamino, 1- Cyclopropyl-3-butenylamino, 1-methyl-2-pentenylamino, 1,1-dimethyl-2-pentenylamino, 1-ethyl-2-pentenylamino, 1-cyclopropyl-2-pentenylamino, 2-hexenylamino , 1-methyl-2-hexenylamino, 1,1-dimethyl-2-hexenylamino, 3-hexenylamino, 1
-Methyl-3-hexenylamino, 1,1-dimethyl-3
-Hexenylamino, 2-heptenylamino, 1-methyl-2-heptenylamino, 2-octenylamino, 1
-Methyl-2-octenylamino, 3-nonenylamino, 1-methyl-3-nonenylamino, 1,1-dimethyl-3-nonenylamino, 1-ethyl-3-nonenylamino, 1-propyl-3-nonenylamino, 8-nonenylamino , 1-methyl-8-nonenylamino, 1,1-dimethyl-8-nonenylamino, 1-ethyl-8-nonenylamino, 9-decenylamino, 1-methyl-9-decenylamino, 1,1-dimethyl-9-decenylamino, 1 −
Ethyl-9-decenylamino, 6-undecenylamino, 1-methyl-6-undecenylamino, 1,1-dimethyl-6-undecenylamino, 6-tridecenylamino, 1-methyl-6- Tridecenylamino, 1,1-dimethyl-6-tridecenylamino, 8-tridecenylamino, 1-methyl-8-tridecenylamino, 1,1-dimethyl-8-tridecenylamino, 10 -Tridecenylamino, 1-methyl-10-tridecenylamino, 1,1-dimethyl-10-tridecenylamino, 10-pentadecenylamino, 1-methyl-10-pentadecenylamino, 1,1-
Dimethyl-10-pentadecenylamino, 8-pentadecenylamino, 1-methyl-8-pentadecenylamino,
1,1-dimethyl-8-pentadecenylamino, 12-heptadecenylamino, 1-methyl-12-heptadecenylamino, 1,1-dimethyl-12-heptadecenylamino, 10
-Heptadecenylamino, 1-methyl-10-heptadecenylamino, 1,1-dimethyl-10-heptadecenylamino, 8-heptadecenylamino, 1-methyl-8-heptadecene Nylamino, 1,1-dimethyl-8-heptadecenylamino, 1-ethyl-8-heptadecenylamino, 8,
11-heptadecadienylamino, 1-methyl-8,11-heptadecadienylamino, 8,11,14-heptadecatrienylamino, 1-ethylcyclobutylamino, 1-propylcyclobutylamino, 1- Butylcyclobutylamino, 1-pentylcyclobutylamino, 1-hexylcyclobutylamino, 1-pentylcyclobutylamino,
1-octylcyclobutylamino, 1-nonylcyclobutylamino, 1-decylcyclobutylamino, 1-undecylcyclobutylamino, 1-dodecylcyclobutylamino, 1-pentadecylcyclobutylamino, 1-
(9-Octadecenyl) cyclobutylamino, 1-methylcyclopentylamino, 1-ethylcyclopentylamino, 1-propylcyclopentylamino, 1-butylcyclopentylamino, 1-hexylcyclopentylamino, 1-octylcyclopentylamino, 1-decylcyclopentylamino , 1-dodecylcyclopentylamino, 1-tridecylcyclopentylamino, 1-tetradecylcyclopentylamino, 1- (9-octadecenyl) cyclopentylamino, cyclohexylamino,
1-methylcyclohexylamino, 1-propylcyclohexylamino, 1-pentylcyclohexylamino,
1-heptylcyclohexylamino, 1-nonylcyclohexylamino, 1-undecylcyclohexylamino, 1-hexadecylcyclohexylamino, 1- (9
-Octadecenyl) cyclohexylamino and other monosubstituted amino groups; (2-cyclopentylethyl) ethylamino, (2-cyclopentylbutyl) ethylamino, (2-cyclopentylethyl) octylamino, (2-cyclohexylethyl) propylamino, (2- Cyclohexylethyl)
Pentylamino, (2-cyclohexylethyl) decylamino, (3-cyclopentylpropyl) heptylamino, (3-cyclohexylpropyl) octylamino,
Butyl (2-cyclopentyl-1-methylethyl) amino, (2-cyclopentyl-1,1-dimethylethyl) hexylamino, (2-cyclohexyl-1-methylethyl) decylamino, (3-cyclopentylpropyl) hexylamino, ( 3-cyclohexylpropyl) octylamino, (4-cyclohexyl-1,1-dimethylbutyl) pentylamino, hexyl (1-methylpentyl)
Amino, (1,1-dimethylpentyl) heptylamino,
Decyl (1-ethylpentyl) amino, butyl (1-cyclohexyl-4-methylpentyl) amino, (1-cyclopentyl-4-methylpentyl) pentylamino,
Decyl (2-methylpentyl) amino, (1,2-dimethylpentyl) heptylamino, dodecyl (2-ethylpentyl) amino, butyl (2-cyclohexyl-4-methylpentyl) amino, (2-cyclopentyl-4-methyl) Pentyl) propylamino, (3-methylpentyl) octylamono, (1,3-dimethylpentyl) heptylamino, (3-ethylpentyl) nonylamino, butyl (1-cyclohexyl-3-methylpentyl) amino, (1-cyclopentyl- 3-methylpentyl) propylamino, dihexylamino, butylhexylamino, hexyloctylamino, decylhexylamino,
(1-Methylhexyl) pentylamino, decyl (1,1
-Dimethylhexyl) amino, (1-ethylhexyl)
Undecylamino, (1,1-diethylhexyl) octylamino, heptyl (1-propylhexyl) amino,
(1-Butylhexyl) propylamino, butyl (1-
Cyclopentylhexyl) amino, (2-methylhexyl) octylamino, decyl (1,2-dimethylhexyl) amino, (2-ethylhexyl) tetradecylamino, (1,2-diethylhexyl) octylamino, dodecyl (2-propyl) Hexyl) amino, (2-butylhexyl) octylamino, butyl (6-cyclopentylhexyl) amino, (6-cyclohexylhexyl) propylamino, diheptylamino, (1-ethylheptyl) tridecylamino, (1,1- Dimethylheptyl) pentylamino, (1-cyclohexylheptyl) pentylamino, (1-cyclopentylheptyl) hexylamino, butyl (1-cyclohexylmethylheptyl) amino, (1-cyclopentylmethylheptyl) propylamino, octylpropyl Mino, hexyloctylamino, (1,1-dimethyloctyl) pentylamino, hexyl (1-methyloctyl) amino, (1-ethyloctyl) pentylamino, butyl (1,1-diethyloctyl) amino, octyl (1- Propyloctyl) amino, (1-butyloctyl) hexylamino, (1-cyclopentyloctyl) pentylamino, butyl (1-
Cyclohexyloctyl) amino, (1-cyclopentylmethyloctyl) propylamino, (1-cyclohexylmethyloctyl) propylamino, nonylpropylamino, (1-methylnonyl) heptylamino, (1,1
-Dimethylnonyl) hexylamino, butyl (1-ethylnonyl) amino, (1,1-diethylnonyl) propylamino, decylexylamino, (1-methyldecyl)
Pentylamino, (1,1-dimethyldecyl) hexylamino, butyl (1-ethyldecyl) amino, (1,1-diethyldecyl) pentylamino, butyl (1-cyclopentyldecyl) amino, (1-cyclohexyldecyl)
Propylamino, (1-cyclopentylmethyldecyl)
Ethylamino, (1-cyclohexylmethyldecyl) methylamino, butylundecylamino, (1-methylundecyl) propylamino, (1,1-dimethylundecyl) propylamino, butyldodecylamino, (1-methyldodecyl) Propylamino, (1,1-dimethyldodecyl) propylamino, propyltetradecylamino,
Butyl (1-methyltetradecyl) amino, (1,1-dimethyltetradecyl) propylamino, butylpentadecylamino, butyl (1-methylpentadecyl) amino, (1,1-dimethylpentadecyl) propylamino,
Ethyl hexadecylamino, ethyl (1-methylhexadecyl) amino, (1,1-dimethylhexadecyl) methylamino, heptadecylmethylamino, (1-methylheptadecyl) methylamino, (1,1-dimethylheptadecyl) ) Methylamino, methyloctadecylamino, ethyl (1-methyloctadecyl) amino, (1,1-dimethyloctadecyl) ethylamino, (3-cyclopentyl-2-propenyl) hexylamino, (3-cyclohexyl-2-propenyl) heptyl Amino, (1,1-dimethyl-3-butenyl) octylamino, (1-ethyl-
3-butenyl) nonylamino, (1-cyclopropyl-
3-butenyl) decylamino, (1-methyl-2-pentenyl) decylamino, (1,1-dimethyl-2-pentenyl) nonylamino, decyl (1-ethyl-2-pentenyl) amino, (1-cyclopropyl-2- Pentenyl) heptylamino, (2-hexenyl) octylamino, (1-methyl-2-hexenyl) pentylamino,
Decyl (1,1-dimethyl-2-hexenyl) amino, butyl (3-hexenyl) amino, (1-methyl-3-hexenyl) octenylamino, (1,1-dimethyl-3-)
Hexenyl) octenylamino, di (2-heptenyl)
Amino, (1-methyl-2-heptenyl) heptylamino, (2-octenyl) pentylamino, (1-methyl-2-octenyl) hexylamino, heptyl (3-nonenyl) amino, hexyl (1-methyl-3-) Nonenyl) amino, (1,1-dimethyl-3-nonenyl) hexylamino, (1-ethyl-3-nonenyl) pentylamino, butyl (1-propyl-3-nonenyl) amino,
(8-Nonenyl) pentylamino, (1-methyl-8-
Nonenyl) pentylamino, butyl (1,1-dimethyl-
8-nonenyl) amino, (1-ethyl-8-nonenyl)
Pentylamino, (9-decenyl) propylamino,
(1-Methyl-9-decenyl) pentylamino, butyl (1,1-dimethyl-9-decenyl) amino, (1-ethyl-9-decenyl) propylamino, pentyl (6-undecenyl) amino, butyl (1- Methyl-6-undecenyl) amino, (1,1-dimethyl-6-undecenyl) propylamino, pentyl (6-tridecenyl) amino, (1-methyl-6-tridecenyl) pentylamino, (1,1-dimethyl-6) -Tridecenyl) ethylamino, butyl (8-tridecenyl) amino, butyl (1-
Methyl-8-tridecenyl) amino, (1,1-dimethyl-8-tridecenyl) ethylamino, ethyl (10-tridecenyl) amino, butyl (1-methyl-10-tridecenyl) amino, (1,1-dimethyl-10 -Tridecenyl)
Propylamino, butyl (10-pentadecenyl) amino, butyl (1-methyl-10-pentadecenyl) amino, (1,1-dimethyl-10-pentadecenyl) propylamino, (8-pentadecenyl) propylamino, (1
-Methyl-8-pentadecenyl) propylamino, ethyl (1,1-dimethyl-8-pentadecenyl) amino, butyl (12-heptadecenyl) amino, ethyl (1-methyl-12-heptadecenyl) amino, (1,1-dimethyl -1
2-heptadecenyl) propylamino, ethyl (10-heptadecenyl) amino, (1-methyl-10-heptadecenyl) propylamino, (1,1-dimethyl-10-heptadecenyl) ethylamino, (8-heptadecenyl) methylamino, methyl (1-Methyl-8-heptadecenyl)
Amino, (1,1-dimethyl-8-heptadecenyl) ethylamino, (1-ethyl-8-heptadecenyl) propylamino, (8,11-heptadecadienyl) methylamino, methyl (1-methyl-8,11) -Heptadecadienyl)
Amino, (8,11,14-heptadecatrienyl) methylamino, (1-ethylcyclobutyl) pentylamino, heptyl (1-propylcyclobutyl) amino, (1-butylcyclobutyl) hexylamino, butyl (1 -Pentylcyclobutyl) amino, heptyl (1-hexylcyclobutyl) amino, (1-pentylcyclobutyl) propylamino, ethyl (1-octylcyclobutyl) amino, propyl (1-nonylcyclobutyl) amino,
(1-decylcyclobutyl) ethylamino, methyl (1
-Undecylcyclobutyl) amino, (1-dodecylcyclobutyl) methylamino, ethyl (1-pentadecylcyclobutyl) amino, methyl {1- (9-octadecenyl) cyclobutyl} amino, methyl (1-methylcyclopentyl) amino , (1-ethylcyclopentyl) propylamino, propyl (1-propylcyclopentyl) amino, (1-butylcyclopentyl) pentylamino, (1-hexylcyclopentyl) methylamino,
Methyl (1-octylcyclopentyl) amino, (1-
Decylcyclopentyl) methylamino, (1-dodecylcyclopentyl) methylamino, methyl (1-tridecylcyclopentyl) amino, methyl (1-tetradecylcyclopentyl) amino, methyl {1- (9-octadecenyl) cyclopentyl} amino, cyclohexyloctyl Amino, heptyl (1-methylcyclohexyl) amino, hexyl (1-propylcyclohexyl) amino, hexyl (1-pentylcyclohexyl) amino,
Pentyl (1-heptylcyclohexyl) amino, butyl (1-nonylcyclohexyl) amino, ethyl (1-
Undecylcyclohexyl) amino, ethyl (1-hexadecylcyclohexyl) amino, methyl {1- (9-
Octadecenyl) cyclohexyl} amino, benzylhexylamino, benzylheptylamino, benzyloctylamino, benzyldecylamino, benzylnonylamino, benzylundecylamino, nonyl (2-phenylethyl) amino, nonyl (4-phenylbutyl) amino, 4 And di-substituted amino groups such as neopentylbenzylnonylamino, 4-isopropylbenzylnonylamino, heptyl (4-neopentylbenzyl) amino.

Further, examples of the "saturated or unsaturated and linear, branched or cyclic divalent aliphatic hydrocarbon group" include those exemplified below.

(1) an alkylene group and a cycloalkylalkylene group,
For example, ethylene, trimethylene, tetramethylene, pentamethylene, hexamethylene, heptamethylene, octamethylene, nonamethylene, decamethylene, propylene, ethylethylene, isopropylethylene, propylethylene, butylethylene, isobutylethylene, cyclopentylethylene, cyclohexylethylene, cycloheptyl. Ethylene, 1,1-dimethylethylene, 1-methyltrimethylene, 2-methyltrimethylene, 1-ethyltrimethylene, 1-isopropyltrimethylene, 1-isobutyltrimethylene, 1-cyclopentyltrimethylene, 1-cyclohexyltrimethylene , 2-isopropyltrimethylene, 2-isobutyltrimethylene, 2-cyclohexyltrimethylene, 1-methyltetramethylene, 1-isopropyltetramethylene Ramechiren, 1-isobutyl-tetramethylene, 1-cyclopentyl tetramethylene,
1-cyclohexyltetramethylene, 2-methyltetramethylene, 2-isopropyltetramethylene, 2-isobutyltetramethylene, 2-cyclopentyltetramethylene, 2-cyclohexyltetramethylene, 1-methylpentamethylene, 1-ethylpentamethylene, 1- Isopropylpentamethylene, 1-isobutylpentamethylene, 1-cyclopentylpentamethylene, 1-cyclohexylpentamethylene, 2-methylpentamethylene, 2
-Ethylpentamethylene, 2-isopropylpentamethylene, 2-isobutylpentamethylene, 2-cyclopentylpentamethylene, 2-cyclohexylpentamethylene, methylpentamethylene, 3-ethylpentamethylene, 3-isopropylpentamethylene, 3-isobutylpentamethylene , 3-cyclopentylpentamethylene,
3-cyclohexylpentamethylene, 1-methylhexamethylene, 1-ethylhexamethylene, 1-isopropylhexamethylene, 1-isobutylhexamethylene, 1
-Cyclopentylhexamethylene, 1-cyclohexylhexamethylene, 2-methylhexamethylene, 2-ethylhexamethylene, 2-isopropylhexamethylene,
2-isobutylhexamethylene, 2-cyclopentylhexamethylene, 2-cyclohexylhexamethylene, 3
-Methylhexamethylene, 3-ethylhexamethylene,
3-isopropylhexamethylene, 3-isobutylhexamethylene, 3-cyclopentylhexamethylene, 3-
Cyclohexylhexamethylene, 1-methylheptamethylene, 1-ethylheptamethylene, 1-isopropylheptamethylene, 1-isobutylheptamethylene, 1-cyclopentylheptamethylene, 1-cyclohexylheptamethylene, 2-methylheptamethyl, 2-ethylhepta. Methylene, 2-isopropylheptamethylene, 2-isobutylheptamethylene, 2-cyclopentylheptamethylene, 2-cyclohexylheptamethylene, 3-methylheptamethylene, 3-ethylheptamethylene, 3-isopropylheptamethylene, 3-isobutylhepta. Methylene, 3-cyclopentylheptamethylene, 3-cyclohexylheptamethylene, 1-methyloctamethylene,
1-ethyloctamethylene, 1-isopropyloctamethylene, 1-isobutyloctamethylene, 1-cyclopentyloctamethylene, 1-cyclohexyloctamethylene, 2-methyloctamethylene, 2-ethyloctamethylene, 2-isopropyloctamethylene, 2- Isobutyloctamethylene, 2-cyclopentyloctamethylene, 2-cyclohexyloctamethylene, 3-methyloctamethylene, 3-ethyloctamethylene, 3-isopropyloctamethylene, 3-isobutyloctamethylene, 3-cyclopentyloctamethylene, 3-cyclohexyloctamethylene Methylene, 1-methylnonamethylene, 1-
Ethyl nonamethylene, 1-isopropyl nonamethylene,
1-isobutylnonamethylene, 1-cyclopentylnonamethylene, 1-cyclohexylnonamethylene, 2-methylnonamethylene, 2-ethylnonamethylene, 2-isopropylnonamethylene, 2-isobutylnonamethylene, 2
-Cyclopentylnonamethylene, 2-cyclohexylnonamethylene, 3-methylnonamethylene, 3-ethylnonamethylene, 3-isopropylnonamethylene, 3-isobutylnonamethylene, 3-cyclopentylnonamethylene,
3-cyclohexylnonamethylene, 1-methyldecamethylene, 1-ethylnodecamethylene, 1-isopropyldecamethylene, 1-isobutyldecamethylene, 1-cyclopentyldecamethylene, 1-cyclohexyldecamethylene, 2-methyldecamethylene, 2 -Ethyl decamethylene, 2-isopropyl decamethylene, 2-isobutyl decamethylene, 2-cyclopentyl decamethylene, 2-cyclohexyl decamethylene, 3-methyl decamethylene,
3-ethyl decamethylene, 3-isopropyl decamethylene, 3-isobutyl decamethylene, 3-cyclopentyl decamethylene, 3-cyclohexyl decamethylene, etc.
C ₂ -C ₁₆ alkylene group and C ₅ -C ₇ cycloalkyl -C ₂ -C
₁₀ alkylene groups.

(2) Cycloalkylene group: for example, 1,2-cyclopentylene, 1,3-cyclopentylene, 1,2-cyclohexylene, 1,3-cyclohexylene, 1,4-cyclohexylene,
1,2-cycloheptylene, 1,3-cycloheptylene, 1,4
- C ₅ -C ₈ cycloalkylene groups such as cycloheptylene.

(3) Alkenylene group and alkynylene group: eg 2-
Butenylene, 1-methyl-2-butenylene, 1-ethyl-2-butenylene, 2-propylbutenylene, 1-butylbutenylene, 2-butynylene, 2-pentenylene, 2
-C ₄ -C ₁₀ alkenylene such as pentynylene, 2-hexenylene, 3-hexenylene, 2-hexynylene, 3-hexynylene, 2-heptenylene, 3-heptenylene, 2-heptynylene, 3-heptynylene, 2-octenylene and 4-octenylene. Groups and C _{4 to} C ₁₀ alkynylene groups.

(4) Cycloalkylene alkylene group: for example, 1,1-pentamethylene ethylene, 1,1-tetramethylene ethylene, 1,1-hexamethylene ethylene, 1,1-tetramethylene trimethylene, 1,1-pentamethylene trimethylene ,
1,2-trimethylene trimethylene, 1,2-tetramethylene trimethylene, 1,1-trimethylene pentamethylene, 1,1
-Tetramethylene pentamethylene, 1,1-pentamethylene pentamethylene, 1,2-trimethylene pentamethylene, 1,2-tetramethylene pentamethylene, 1,2-pentamethylene pentamethylene, 1,3-trimethylene pentamethylene , 1,1-trimethylene hexamethylene, 1,1-tetramethylene hexamethylene, 1,1-pentamethylene hexamethylene, 1,2-trimethylene hexamethylene, 1,2-
Tetramethylene hexamethylene, 1,2-pentamethylene hexamethylene, 1,3-trimethylene hexamethylene,
1,1-trimethyleneheptamethylene, 1,1-tetramethyleneheptamethylene, 1,1-pentamethyleneheptamethylene, 1,2-trimethyleneheptamethylene, 1,2-tetramethyleneheptamethylene, 1,2-pentamethylene Methyleneheptamethylene, 1,3-trimethyleneheptamethylene, 1,1-trimethyleneoctamethylene, 1,1-tetramethyleneoctamethylene, 1,1-pentamethyleneoctamethylene, 1,2-
Trimethylene octamethylene, 1,2-tetramethylene octamethylene, 1,2-pentamethylene octamethylene,
1,3-trimethylene octamethylene, 1,1-trimethylene nonamethylene, 1,1-tetramethylene nonamethylene, 1,1
-Pentamethylene nonamethylene, 1,2-trimethylene nonamethylene, 1,2-tetramethylene nonamethylene, 1,2-
Pentamethylene nonamethylene, 1,3-trimethylene nonamethylene, 1,1-trimethylene decamethylene, 1,1-tetramethylene decamethylene, 1,1-pentamethylene decamethylene, 1,2-trimethylene decamethylene, 1,2 tetramethylene decamethylene, 1,3-pentamethylene decamethylene, C ₄ -C ₈ cycloalkylene -C ₁ -C ₇ alkylene group such as 1,3-trimethylene decamethylene.

The divalent aliphatic hydrocarbon group as described above may be further substituted with an aromatic group, for example, an aryl group such as phenyl and naphthyl; a heteroaryl group such as furyl, thienyl, pyridyl, and indolyl. Examples of the divalent aliphatic hydrocarbon group are phenylethylene, naphthylethylene, furylethylene, thienylethylene, pyridylethylene, benzylethylene, naphthylmethylethylene, furylmethylethylene, thienylmethylethylene, pyridylmethylethylene, indolyl. Examples include methyl ethylene.

The “divalent aromatic hydrocarbon group” may be either monocyclic or polycyclic, and examples thereof include phenylene naphthylene and the like. It may be substituted.

Further, the "divalent aromatic heterocyclic group" includes at least 1 selected from nitrogen, oxygen and ionic atoms as a hetero atom.
Heterocyclic groups having aromatic unsaturation containing one heteroatom in the ring are included, which may further form a fused ring with an aromatic hydrocarbon ring as described above. Specific examples of such a divalent aromatic heterocyclic group are as follows. Pyridinediyl, pyrimidinediyl, pyridazinediyl, pyrazindiyl, furandil, thiophenediyl, quinolinediyl, isoquinolinediyl, benzofurandiyl, benzothiophenediyl, benzoxazolediyl, benzthiazolediyl, indolediyl and the like.

Among the compounds provided by the present invention, it is preferable that in the general formula (I), R ¹ and R ² are the same or different and each is a hydrogen atom;
Lower alkyl group, especially t-butyl group; benzyl group optionally substituted with halogen atom, lower alkoxy group, nitro group or cyano group, especially benzyl, p-methoxybenzyl, o-nitrobenzyl, p-nitrobenzyl,
p-chlorobenzyl, o-chlorobenzyl, p-cyanobenzyl group; diphenylmethyl group; allyl group; cinnamyl group; tetrahydropyranyl, tetrahydrothiopyranyl, 4
A heterocyclic group selected from -methoxytetrahydropyranyl, 4-methoxytetrahydrothiopyranyl, tetrahydrofuranyl and tetrahydrothiofuranyl; or an acyl group, especially acetyl, propionyl, phenylacetyl, chlorodiphenylacetyl, 3-phenylpropionyl, 3-benzoylpropionyl, isobutyroyl,
Pivaloyl, 2-butenoyl, (E) -2-methyl-2
-Butenoyl, benzoyl, 2-chlorobenzoyl, 3
-Nitrobenzoyl, 2-fluorobenzoyl, 3-trifluoromethylbenzoyl, 3-trichloromethylbenzoyl, 4-phenylbenzoyl, 2,4,6-trimethylbenzoyl, α-naphthoyl, or R ¹ and R ² are Together, 1-t-butyl ethylidene, 1
-Phenylidylidene, isopropylidene, butylidene, cyclopentylidene, cyclohexylidene, cycloheptylidene, benzylidene, p-methoxybenzylidene, 2,4-dimethoxybenzylidene, p-dimethylaminobenzylidene and o-nitrobenzylidene. Represents a group, and R ³ is (1) a linear or branched C ₅ -C ₂₅ alkyl group, especially pentyl, 1-isopropylpentyl,
1-t-butylpentyl, hexyl, 1-isopropylhexyl, 1-t-butylhexyl, heptyl, 1-isopropylheptyl, 1-t-butylheptyl, octyl, 1-t-butyloctyl, nonyl, 1-isobutylnonyl , Decyl, 1-ethyldecyl, 1,1-diethyldecyl, 1-t-butyldecyl, undecyl, 1-isopropylundecyl, 1,1-diethylundecyl, dodecyl, 1-t-butyldodecyl, 1-isopropyldodecyl, 1,1-diethyldodecyl, tridecyl, 1,1-diethyltridecyl, 1-t-butyltridecyl, tetradecyl, 1-isobutyltetradecyl, pentadecyl, 1-
Methyl pentadecyl, 1,1-dimethyl pentadecyl, 1
-Ethylpentadecyl, 1,1-diethylpentadecyl,
1-isopropylpentadecyl, 1-t-butylpentadecyl, hexadecyl, 1,1-dimethylhexadecyl,
1-methylhexadecyl, 1-ethylhexadecyl, 1
-Isopropylhexadecyl, 1-t-butylhexadecyl, heptadecyl, 1-methylheptadecyl, 1,1-
Dimethylheptadecyl, 1-ethylheptadecyl, 1-
Isopropylheptadecyl, 1-t-butylheptadecyl, octadecyl, 1-methyloctadecyl, 1,1-dimethyloctadecyl, 1-ethyloctadecyl or
1,1-diethyloctadecyl group; (2) linear or branched C ₁₂ -C ₁₆ alkenyl group, especially 1,1-dimethyl-9-decenyl, 1
-Ethyl-9-decenyl, 1-methyl-6-undecenyl, 1,1-dimethyl-6-undecenyl, 6-tridecenyl, 1-methyl-6-tridecenyl, 1,1-dimethyl-6-tridecenyl, 8-tridecenyl , 1-methyl-
8-tridecenyl, 1,1-dimethyl-8-tridecenyl, 10-tridecenyl, 1-methyl-10-tridecenyl, 1,1-dimethyl-10-tridecenyl, 10-pentadecenyl, 1-methyl-10-pentadecenyl, 1, 1-dimethyl-10-pentadecenyl, 8-pentadecenyl, 1-
Methyl-8-pentadecenyl, 1,1-dimethyl-8-pentadecenyl, 12-heptadecenyl, 1-methyl-12-
Heptadecenyl, 1,1-dimethyl-12-heptadecenyl, 10-heptadecenyl, 1-methyl-10-heptadecenyl, 1,1-dimethyl-10-heptadecenyl, 8-heptadecenyl, 1-methyl-8-heptadecenyl, 1,1-
Dimethyl-8-heptadecenyl, 1-ethyl-8-heptadecenyl, 8,11-heptadecadienyl, 1-methyl-
8,11-heptadecadienyl or 8,11,14- hept tetradecatrienyl _{group; (3) C 8 ~C 18} - alkyl -C ₄ -C ₆ cycloalkyl group,
In particular, 1-octylcyclobutyl, 1-nonylcyclobutyl, 1-decylcyclobutyl, 1-undecylcyclobutyl, 1-dodecylcyclobutyl, 1-pentadecylcyclobutyl, 1- (9-octadecenyl) cyclobutyl, 1 -Octylcyclopentyl, 1-decylcyclopentyl, 1-dodecylcyclopentyl, 1-tridecylcyclopentyl, 1-tetradecylcyclopentyl, 1
-(9-octadecenyl) cyclopentyl, 1-nonylcyclohexyl, 1-undecylcyclohexyl, 1-
Hexadecylcyclohexyl or 1- (9-octadecenyl) cyclohexyl group; or (4) Amino group having a total of 8 to 20 carbon atoms mono- or di-substituted with an alkyl group or an alkenyl group, for example, 1-
Isopropylpentylamino, 1-t-butylpentylamino, 1-isopropylhexylamino, 1-t-butylhexylamino, 1-isopropylheptylamino, 1-t-butylheptylamino, 1-t-butyloctylamino, 1- Isobutylnonylamino, decylamino, 1-ethyldecylamino, 1,1-diethyldecylamino, 1-t-butyldecylamino, undecylamino, 1-isopropylundecylamino, 1,1-diethylundecylamino, dodecylamino , 1-t-butyldodecylamino, 1-isopropyldodecylamino, 1,
1-diethyldodecylamino, tridecylamino, 1,1-
Diethyltridecylamino, 1-t-butyltridecylamino, tetradecylamino, 1-isobutyltetradecylamino, pentadecylamino, 1-methylpentadecylamino, 1,1-dimethylpentadecylamino, 1-
Ethyl pentadecyl amino, 1,1-diethyl pentadecyl amino, 1-isopropyl pentadecyl amino, 1-
t-butyl pentadecylamino, hexadecylamino,
1,1-dimethylhexadecylamino, 1-methylhexadecylamino, 1-ethylhexadecylamino, 1-isopropylhexadecylamino, 1-t-butylhexadecylamino, heptadecylamino, 1-methylheptadecylamino, 1,1-dimethylheptadecylamino, 1
-Ethylheptadecylamino, 1-isopropylheptadecylamino, 1-t-butylheptadecylamino, octadecylamino, 1-methyloctadecylamino, 1,
1-dimethyloctadecylamino, 1-ethyloctadecylamino, 1,1-diethyloctadecylamino, 1,1-
Dimethyl-9-decenylamino, 1-ethyl-9-decenylamino, 1-methyl-6-undecenylamino, 1,
1-dimethyl-6-undecenylamino, 1-methyl-
6-tridecenylamino, 1,1-dimethyl-6-tridecenylamino, 8-tridecenylamino, 1-methyl-
8-tridecenylamino, 1,1-dimethyl-8-tridecenylamino, 10-tridecenylamino, 1-methyl-
10-tridecenylamino, 1,1-dimethyl-10-tridecenylamino, 10-pentadecenylamino, 1-methyl-10-pentadecenylamino, 1,1-dimethyl-10-pentadecane Cenylamino, 8-pentadecenylamino, 1-
Methyl-8-pentadecenylamino, 1,1-dimethyl-
8-pentadecenylamino, 12-heptadecenylamino, 1-methyl-12-heptadecenylamino, 1,1-dimethyl-12-heptadecenylamino, 10-heptadecenylamino, 1-methyl-10-heptadecenylamino, 1,
1-dimethyl-10-heptadecenylamino, 8-heptadecenylamino, 1-methyl-8-heptadecenylamino, 1,1-dimethyl-8-heptadecenylamino, 1-
Ethyl-8-heptadecenylamino, 8,11-heptadecadienylamino, 1-methyl-8,11-heptadecadienylamino, 8,11,14-heptadecatrienylamino, 1
-Hexylcyclobutylamino, 1-heptylcyclobutylamino, 1-octylcyclobutylamino, 1-nonylcyclobutylamino, 1-decylcyclobutylamino, 1-undecylcyclobutylamino, 1-dodecylcyclobutylamino, 1 -Pentadecylcyclobutylamino, 1- (9-octadecenyl) cyclobutylamino, 1-pentylcyclopentylamino, 1-hexylcyclopentylamino, 1-heptylcyclopentylamino, 1-octylcyclopentylamino, 1-decylcyclopentylamino, 1- Dodecylcyclopentylamino, 1-tridecylcyclopentylamino, 1-tetotadecylcyclopentylamino, 1- (9-octadecenyl) cyclopentylamino, 1-nonylcyclohexylamino, 1-un Sill cyclohexylamino, 1-
Hexadecylcyclohexylamino, 1- (9-octadecenyl) cyclohexylamino, decylhexylamino, octylpropylamino, hexyloctylamino, (1-butyloctyl) hexylamino, decylhexylamino, butyl (1-ethyldecyl) amino,
(1,1-diethyldecyl) pentylamino, butylundecylamino, butyldodecylamino, propyltetradecylamino, butylpentadecylamino, butyl (1
-Methylpentadecyl) amino, (1,1-dimethylpentadecyl) propylamino, ethylhexadecylamino, ethyl (1-methylhexadecyl) amino, (1,1
-Dimethylhexadecyl) methylamino, heptadecylmethylamino, methyl (1-methylheptadecyl) amino, (1,1-dimethylheptadecyl) methylamino, methyloctadecylamino, ethyl (1-methyloctadecyl) amino, (1 , 1-Dimethyloctadecyl) ethylamino, butyl (1,1-dimethyl-9-decenyl) amino, (1-ethyl-9-decenyl) propylamino, pentyl (6-undecenyl) amino, butyl (1-methyl-6) -Undecenyl) amino, (1,1-dimethyl-6)
-Undecenyl) propylamino, pentyl (6-tridecenyl) amino, (1-methyl-6-tridecenyl)
Pentylamino, (1,1-dimethyl-6-tridecenyl) ethylamino, butyl (8-tridecenyl) amino, butyl (1-methyl-8-tridecenyl) amino,
(1,1-dimethyl-8-tridecenyl) ethylamino,
Ethyl (10-tridecenyl) amino, butyl (1-methyl-10-tridecenyl) amino, (1,1-dimethyl-10
-Tridecenyl) propylamino, butyl (10-pentadecenyl) amino, butyl (1-methyl-10-pentadecenyl) amino, (1,1-dimethyl-10-pentadecenyl) propylamino, (8-pentadecenyl) propylamino, (1 -Methyl-8-pentadecenyl) propylamino, (1,1-dimethyl-8-pentadecenyl) ethylamino, butyl (12-heptadecenyl) amino, ethyl (1-methyl-12-heptadecenyl) amino, (1,1
-Dimethyl-12-heptadecenyl) propylamino, ethyl (10-heptadecenyl) amino, (1-methyl-10)
-Eptadecenyl) propylamino, ethyl (1,1-dimethyl-10-heptadecenyl) amino, (8-heptadecenyl) methylamino, methyl (1-methyl-8-heptadecenyl) amino, ethyl (1,1-dimethyl-8-) Heptadecenyl) amino, (1-ethyl-8-heptadecenyl) propylamino, (8,11-heptadecadienyl)
Represents methylamino, methyl (1-methyl-8,11-heptadecadienyl) amino, methyl (8,11,14-heptadecatrienyl) amino, etc., A is (1) linear or branched C ₂ -C ₁₀ alkylene group,
For example, ethylene, trimethylene, tetramethylene, pentamethylene, hexamethylene, heptamethylene, octamethylene, nonamethylene, decamethylene, propylene, ethylethylene, isopropylethylene, propylethylene, butylethylene, isobutylethylene, 1-
Methyltrimethylene, 1-ethyl-trimethylene, 1-isopropyl trimethylene, 1-isobutyl-trimethylene, 1-methyl tetramethylene, 1-isopropyl tetramethylene or 1-isobutyl tetramethylene; (2) C ₅ ~C ₇ cycloalkyl -C ₂ -C ₅ alkylene group, for example, cyclopentyl ethylene, cyclohexyl ethylene, cycloheptyl ethylene, 1-cyclopentene tilt Li methylene, 1-cyclohexyl trimethylene, 1-cyclopentyl tetramethylene or 1-cyclohexyl tetramethylene; (3) C ₅ ~ C ₇ cycloalkylene group, for example, 1,2-cyclopentylene, 1,3-cyclopentylene, 1,2-cyclohexylene, 1,3-cyclohexylene, 1,4-cyclohexylene, 1,2- Cycloheptylene, 1,3-cycloheptylene or 1, 4- cycloheptylene; ₍₄₎ C 4 ~C ₈ alkenylene or C ₄ -C ₈ alkynylene group, e.g., 2-butenylene, 1-methyl-2-butenylene, 1-ethyl-2-butenylene, 1-propyl butenyl Len , 1-butylbutenylene, 2-butynylene, 2-
Pentenylene, 2-pentynylene, 2-hexenylene,
3- hexenylene, 2-hexynylene, 3-hexynylene, 2-heptenylene, 3-heptenylene, 2-heptynylene, 3-heptynylene, 2-octenylene or 4 octenylene; ₍₅₎ C 5 ~C ₇ cycloalkylene -C ₁ ~ A C ₅ alkylene group,
For example, 1,1-pentamethylene ethylene, 1,1-tetramethylene ethylene, 1,1-hexamethylene ethylene, 1,1-
Dimethylethylene, 1,1-tetramethylenetrimethylene, 1,1-pentamethylenetrimethylene, 1,2-trimethylenetrimethylene or 1,2-tetramethylenetrimethylene; (6) substituted with an aryl or heteroaryl group Was
C ₂ -C ₅ alkylene group, e.g., phenyl ethylene, naphthyl ethylene, furyl ethylene, thienyl ethylene, pyridyl ethylene, benzyl ethylene, naphthyl methylethylene, furylmethyl ethylene, thienyl methylethylene, pyridylmethyl ethylene, indolylmethyl ethylene; or (7) represents o-phenylene, m-phenylene or p-phenylene, wherein either X or Y is -NH- or And the other is -O-, -S-, -NH- or And a compound in which n is an integer of 1 to 4 is exemplified.

Thus, said general formula (I) provided by the present invention
Typical examples of the compound represented by are as follows.

N- [4- (oleoyloxy) phenyl] -3- [N
-(2,2,5,5-tetramethyl-1,3-dioxane-4-ca
Rubonyl) amino] propanamide N- [4- (oleoyloxy) phenyl] -3- [N
-(2,4-dihydroxy-3,3-dimethyl-1-oxobutane
Cyl) amino] propanamide 4- (oleoylamino) phenyl 3- [N- (2,2,
5,5-Tetramethyl-1,3-dioxane-4-carboni
Lu) amino] propionate 4- (oleoylamino) phenyl 3- [N- (2,4
-Dihydro-3,3-dimethyl-1-oxobutyl) ami
No] propionate N- [4- (oleoylthio) phenyl] -3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propanamide N- [4- (oleoylthio) phenyl] -3- [N-
(2,4-dihydroxy-3,3-dimethyl-1-oxobutyi
L) amino] propanamide S- [4- (oleoylamino) phenyl] 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propanethioate S- [4- (oleoylamino) phenyl] 3- [N-
(2,4-dihydroxy-3,3-dimethyl-1-oxobutyi
L) amino] propanethioate N- [2- (oleoylamino) phenyl] -3- [N
-(2,2,5,5-tetramethyl-1,3-dioxane-4-ca
Rubonyl) amino] propanamide 2- (oleoylamino) phenyl 3- [N- (2,2,2
5,5-Tetramethyl-1,3-dioxane-4-carboni
L) amino] propionate N- [2- (oleoyloxy) phenyl] -3- [N
-(2,2,5,5-tetramethyl-1,3-dioxane-4-ca
Rubonyl) amino] propanamide N- [2- (linoleoylamino) phenyl] -3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propanamide N- [2- (linolenoylamino) phenyl] -3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propanamide N- [2- (stearoylamino) phenyl] -3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propanamide N- [2- (lauroylamino) phenyl] -3- [N
-(2,2,5,5-tetramethyl-1,3-dioxane-4-ca
Rubonyl) amino] propanamide N- [2- (octanoylamino) phenyl] -3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propanamide N- [3- (linoleoylamino) phenyl] -3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propanamide N- [4- (la
Uroylamino) phenyl] -3- [N- (2,2,5,5-
Tetramethyl-1,3-dioxane-4-carbonyl) a
Mino] propanamide 4- (linoleoylamino) fe
Nyl 3- [N- (2,2,5,5-tetramethyl-1,3-dio
Xan-4-carbonyl) amino] propionate N- [2- (oleoylamino) phenyl] -3- [N
-(2,4-Ciacetoxy-3,3-dimethyl-1-oxobu
Cyl) amino] propanamide N- [2- (oleoylamino) phenyl] -3- [N
-(2,4-dihydroxy-3,3-dimethyl-1-oxobutane
Cyl) amino] propanamide N- [3- (oleoylamino) phenyl] -3- [N
-(2,4-diacetoxy-3,3-dimethyl-1-oxobu
Cyl) amino] propanamide N- [3- (oleoylamino) phenyl] -3- [N
-(2,4-dihydroxy-3,3-dimethyl-1-oxobutane
Cyl) amino] propanamide N- [4- (oleoylamino) phenyl] -3- [N
-(2,4-diacetoxy-3,3-dimethyl-1-oxobu
Cyl) amino] propanamide N- [4- (oleoylamino) phenyl] -3- [N
-(2,4-dihydroxy-3,3-dimethyl-1-oxobutane
Cyl) amino] propanamide 4- (oleoylamino) phenyl 3- [N- (2,4
-Diacetoxy-3,3-dimethyl-1-oxobutyl)
Amino] propionate N- [4- (oleoyloxy) phenyl] -3- [N
-(2,4-diacetoxy-3,3-dimethyl-1-oxobu
Cyl) amino] propanamide S- [4- (oleoylamino) phenyl] 3- [N-
(2,4-diacetoxy-3,3-dimethyl-1-oxobutyi
Lu) amino] propanethioate N- [4- (oleoylthio) phenyl] -3- [N-
(2,4-diacetoxy-3,3-dimethyl-1-oxobutyi
Lu) amino] propanamide 4- (oleoylamino) phenyl 3- [N- (2,4
-Dibenzyloxy-3,3-dimethyl-1-oxobutyi
) Amino] propionate N- (2-N-oleoylaminoethyl) -3- [N-
(2,4-diacetoxy-3,3-dimethyl-1-oxobutyi
L) amino] propanamide N- (3-N-oleoylaminopropyl) -3- [N
-(2,2,5,5-tetramethyl-1,3-dioxane-4-ca
Rubonyl) amino] propanamide N- (2-N-oleoylaminoethyl) -3- [N-
(2,4-dihydroxy-3,3-dimethyl-1-oxobutyi
) Amino] propanamide 2- (N-oleoylamino) ethyl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Lu) amino] propionate 2- (N-oleoylamino) ethyl 3- [N- (2,
4-dihydroxy-3,3-dimethyl-1-oxobutyl)
Amino] propionate 3- (N-oleoylamino) propyl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 3- (N-oleoylamino) propyl 3- [N-
(2,4-dihydroxy-3,3-dimethyl-1-oxobutyi
) Amino] propionate 3- (N-oleoylamino) propyl 3- [N-
(2,4-diacetoxy-3,3-dimethyl-1-oxobutyi
L) amino] propionate 4- (N-oleoylamino) butyl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
L) amino] propionate 4- (N-oleoylamino) butyl 3- [N- (2,
4-dihydro-3,3-dimethyl-1-oxobutyl)
Amino] propionate S- [2- (N-oleoylamino) ethyl] 3- [N
-(2,2,5,5-tetramethyl-1,3-dioxane-4-ca
Rubonyl) amino] propanethioate S- [2- (N-oleoylamino) ethyl] 3- [N
-(2,4-dihydroxy-3,3-dimethyl-1-oxobutane
Cyl) amino] propanethioate N- (3-oleoylaminopropyl) -3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propanamide N- (3-oleoylaminopropyl) -3- [N-
(2,4-dihydroxy-3,3-dimethyl-1-oxobutyi
L) amino] propanamide N- (3-oleoylaminopropyl) -3- [N-
(2,4-diacetoxy-3,3-dimethyl-1-oxobutyi
) Amino] propanamide N- (4-oleoylaminobutyl) -3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
) Amino] propanamide N- (4-oleoylaminobutyl) -3- [N- (2,
4-dihydroxy-3,3-dimethyl-1-oxobutyl)
Amino] propanamide N- (4-oleoylaminobutyl) -3- [N- (2,
4-diacetoxy-3,3-dimethyl-1-oxobutyl)
Amino] propanamide N- (6-oleoylaminohexyl) -3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propanamide N- (5-oleoylaminopentyl) -3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propanamide N- (8-oleoylaminooctyl) -3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propanamide N- (2-oleoyloxyethyl) -3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
) Amino] propanamide 5- (N-oleoylamino) pentyl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 6- (N-oleoylamino) hexyl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 2- (N-methyl-N-oleoylamino) ethyl 3
-(N- (2,2,5,5-tetramethyl-1,3-dioxane-
4-Carbonyl) amino] propionate 3- (N-oleoylamino) propyl 3- [N-
(2,4-dibenzyloxy-3,3-dimethyl-1-oxo
Butyl) amino] propionate 3- (N-oleoylamino) propyl 3- [N-
(4-benzyloxy-2-hydroxy-3,3-dimethyl)
L-1-oxobutyl) amino] propionate 3- (N-oleoylamino) propyl 3- [N-
(2-hydroxy-3,3-dimethyl-4- (trimethyl
Acetyl) oxy-1-oxobutyl) amino] propy
Onate 3- (N-oleoylamino) propyl 3- [N-
(2-phenyl-5,5-dimethyl-1,3-dioxane-4
-Carbonyl) amino] propionate 3- (N-oleoylamino) propyl 3- [N-
(3,3-Dimethyl-1,5-dioxaspiro [5,5] unde
Can-3-carbonyl) amino] propionate 3- (N-hexadecanoylamino) propyl 3- (N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate 3- (N-linoleoylamino) propyl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 3- (N-linolenylamino) propyl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 3- (N-octadecanoylamino) propyl 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate 3- (N-tetradecanoylamino) propyl 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate 3- (N-dodecanoylamino) propyl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 3- (N-decanoylamino) propyl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 3- (N-octanoylamino) propyl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 3- (N-hexanoylamino) propyl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 3- [N- (2-isopropylhexanoyl) amino]
Propyl 3- (N- (2,2,5,5-tetramethyl-1,3-
Dioxane-4-carbonyl) amino] propionate 3- [N- (2-t-butylhexanoyl) amino] propyl
Ropil 3- [N- (2,2,5,5-tetramethyl-1,3-di
Oxan-4-carbonyl) amino] propionate 3- [N- (2-t-butylheptanoyl) amino] p
Ropil 3- [N- (2,2,5,5-tetramethyl-1,3-di
Oxan-4-carbonyl) amino] propionate 3- [N- (2-t-butylnonanoyl) amino] pro
Pill 3- [N- (2,2,5,5-tetramethyl-1,3-dio
Xan-4-carbonyl) amino] propionate 3- [N- (2,2-diethylundecanoyl) amino]
Propyl 3- [N- (2,2,5,5-tetramethyl-1,3-
Dioxane-4-carbonyl) amino] propionate 3- [N- (2-isopropyldodecanoyl) amino]
Propyl 3- [N- (2,2,5,5-tetramethyl-1,3-
Dioxane-4-carbonyl) amino] propionate 3- [N- (2-t-butyltetradecanoyl) ami
No] propyl 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propio
Nate 3- [N- (2-t-butylhexadecanoyl) ami
No] propyl 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propio
Nate 3- [N- (2-isopropylheptadecanoyl) ami
No] propyl 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propio
Nate 3- [N- (2-ethyloctadecanoyl) amino] p
Ropil 3- [N- (2,2,5,5-tetramethyl-1,3-di
Oxan-4-carbonyl) amino] propionate 3- [N- (2,2-dimethyl-10-undecenoyl) a
Mino] propyl 3- [N- (2,2,5,5-tetramethyl
-1,3-Dioxane-4-carbonyl) amino] propy
Onate 3- [N- (2,2-dimethyl-7-dodecenoyl) ami
No] propyl 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propio
Nate 3- [N- (2,2-dimethyl-7-tetradecenoyl)
Amino] propyl 3- [N- (2,2,5,5-tetramethyi
L-1,3-dioxane-4-carbonyl) amino] pro
Pionate 3- [N- (2,2-dimethyl-9-tetradecenoyl)
Amino] propyl 3- [N- (2,2,5,5-tetramethyi
L-1,3-dioxane-4-carbonyl) amino] pro
Pionate 3- [N- (2,2-dimethyl-11-tetradecenoyl)
Amino] propyl 3- [N- (2,2,5,5-tetramethyi
L-1,3-dioxane-4-carbonyl) amino] pro
Pionate 3- [N- (2,2-dimethyl-11-pentadecenoyl)
Amino] propyl 3- [N- (2,2,5,5-tetramethyi
L-1,3-dioxane-4-carbonyl) amino] pro
Pionate 3- [N- (2,2-dimethyl-9-pentadecenoyl)
Amino] propyl 3- [N- (2,2,5,5-tetramethyi
L-1,3-dioxane-4-carbonyl) amino] pro
Pionate 3- [N- (2,2-dimethyl-9-hexadecenoyl)
Amino] propyl 3- [N- (2,2,5,5-tetramethyi
L-1,3-dioxane-4-carbonyl) amino] pro
Pionate 3- [N- (2,2-dimethyl-9-heptadecenoyl)
Amino] propyl 3- [N- (2,2,5,5-tetramethyi
L-1,3-dioxane-4-carbonyl) amino] pro
Pionate 3- [N- (2,2-dimethyl-9-octadecenoyl)
Amino] propyl 3- [N- (2,2,5,5-tetramethyi
L-1,3-dioxane-4-carbonyl) amino] pro
Pionate 3- [N- (2-methyl-9-octadecenoyl) ami
No] propyl 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propio
Nate N- [2- (oleoylamino) cyclohexane-1-
Il] -3- [N-{(2R) -2,4-diacetoxy-3,3
-Dimethyl-1-oxobutyl} amino] propanami
De N-[(1S, 2S) -2- (oleoylamino) cyclohexyl
Xan-1-yl] -3- [N-{(2R) -2,4-dia
Cetoxy-3,3-dimethyl-1-oxobutyl} ami
No] propanamide N-[(1R, 2R) -2- (oleoylamino) cyclohexyl
Xanth-1-yl] -3- [N-{(2R) -2,4-dihi
Droxy-3,3-dimethyl-1-oxobutyl} ami
No] propanamide N-[(1S, 2S) -2- (oleoylamino) cyclohexyl
Xanth-1-yl] -3- [N-{(2R) -2,4-dihi
Droxy-3,3-dimethyl-1-oxobutyl} ami
No] propanamide N- [2- (oleoylamino) cyclohexane-1-
Il] -3- [N (2,4-diacetoxy-3,3-dimethyl]
-1-Oxobutyl) amino] propanamide N- [2- (oleoylamino) cyclohexane-1-
Il] -3- [N (2,4-diacetoxy-3,3-dimethyl]
-1-Oxobutyl) amino] propanamide N-[(1S, 2S) -2- (oleoylamino) cyclohexyl
Xanth-1-yl] -3- [N- (2,2,5,5-tetrame
Tyl-1,3-didioxane-4-carbonyl) amino]
Propanamide (1R, 2R) -2- (oleoylamino) cyclohexane
-1-yl] 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propio
Nate (1S, 2S) -2- (oleoylamino) cyclohexane
-1-yl 3- [N- (2,2,5,5-tetramethyl-1,3
-Dioxane-4-carbonyl) amino] propione
To (1R, 2R) -2- (stearoylamino) cyclohexa
N-1-yl 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propio
Nate (1S, 2S) -2- (linoleoylamino) cyclohexa
N-1-yl 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propio
Nate 2- (1-octylcyclobutanoylamino) cyclohexyl
Xan-1-yl 3- [N- (2,2,5,5-tetramethyi
L-1,3-dioxane-4-carbonyl) amino] pro
Pionate 2- (1-nonylcyclobutanoylamino) cyclohex
San-1-yl 3- [N- (2,2,5,5-tetramethyl
-1,3-Dioxane-4-carbonyl) amino] propy
Onate 2- (oleoylamino) cyclopentan-1-yl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate 2- (oleoylamino) cycloheptan-1-yl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate 3- (oleoylamino) cyclohexan-1-yl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate 4- (oleoylamino) cyclohexan-1-yl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-carbonyl) amino] propionate 2- (1-decylcyclobutylcarbonylamino) sik
Rohexan-1-yl 3- [N- (2,2,5,5-tetra
Methyl-1,3-dioxane-4-carbonyl) amino]
Propionate 2- (1-undecylcyclobutylcarbonylamino)
Cyclohexane-1-yl 3- [N- (2,2,5,5-te
Tramethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-pentadecylcyclobutylcarbonylamido
No) cyclohexane-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- [1- (9-octadecenyl) cyclobutylcarbo
Nylamino) cyclohexane-1-yl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 2- (1-decylcyclopentylcarbonylamino) si
Chlorohexan-1-yl 3- [N- (2,2,5,5-teto
Lamethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-tridecylcyclopentylcarbonylamido
No) cyclohexane-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (1-decylcyclohexylcarbonylamino) si
Chlorohexan-1-yl 3- [N- (2,2,5,5-teto
Lamethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-nonylcyclohexylcarbonylamino) si
Chlorohexan-1-yl 3- [N- (2,2,5,5-teto
Lamethyl-1,3-dioxane-4-carbonyl) ami
No] Propionate 2- [1- (9-octadecenyl) cyclohexylcalcyl
Bonylamino) cyclohexane-1-yl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 2- (1-isopropylpentylcarbamoylamino)
Cyclohexane-1-yl 3- [N- (2,2,5,5-te
Tramethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-isopropylhexylcarbamoylamino)
Cyclohexane-1-yl 3- [N- (2,2,5,5-te
Tramethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-t-butyldodecylcarbamoylamino) si
Chlorohexan-1-yl 3- [N- (2,2,5,5-teto
Lamethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1,1-dimethylhexadecylcarbamoylamido
No) cyclohexane-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (octadecylcarbamoylamino) cyclohexa
N-1-yl 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propio
Nate 2- (1,1-dimethyloctadecylcarbamoylamido
No) cyclohexane-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (1,1-dimethyl-9-decenylcarbamoylamido
No) cyclohexane-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (1,1-dimethyl-9-undecenylcarbamoyl
Amino) cyclohexane-1-yl 3- [N- (2,2,
5,5-Tetramethyl-1,3-dioxane-4-carboni
L) amino] propionate 2- (1,1-dimethyl-8-tridecenylcarbamoyl
Amino) cyclohexane-1-yl 3- [N- (2,2,
5,5-Tetramethyl-1,3-dioxane-4-carboni
L) amino] propionate 2- (1-methyl-10-pentadecenylcarbamoyla
Mino) cyclohexane-1-yl 3- [N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (1,1-dimethyl-10-heptadecenylcarbamoyl
Lumino) cyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Lu) amino] propionate 2- (1-methyl-8-pentadecenylcarbamoylurea
Mino) cyclohexane-1-yl 3- [N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (8-octadecenylcarbamoylamino) cyclo
Hexan-1-yl 3- [N- (2,2,5,5-tetrame
Cyl-1,3-dioxane-4-carbonyl) amino] p
Ropionate 2- (8,11-octadecadienylcarbamoylamino)
Cyclohexane-1-yl 3- [N- (2,2,5,5-te
Tramethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-methyl-8,11,14-octadecatrienylca
Lubamoylamino) cyclohexane-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate 2- (1-hexylcyclobutylcarbamoylamino)
Cyclohexane-1-yl 3- [N- (2,2,5,5-te
Tramethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-octylcyclobutylcarbamoylamino)
Cyclohexane-1-yl 3- [N- (2,2,5,5-te
Tramethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-octylcyclopentylcarbamoylamido
No) cyclohexane-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (1-octylcyclohexylcarbamoylamido
No) cyclohexane-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (1-heptylcyclopentylcarbamoylami
No) cyclohexane-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (1-decylcyclopentylcarbamoylamino)
Cyclohexane-1-yl 3- [N- (2,2,5,5-te
Tramethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-hexylcyclohexylcarbamoylamido
No) cyclohexane-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- [1- (6-hexadecenyl) cyclohexylcalcyl
Vamoylamino] cyclohexane-1-yl 3- [N
-(2,2,5,5-tetramethyl-1,3-dioxane-4-ca
Rubonyl) amino] propionate 2- [1- (6-hexadecenyl) cyclobutylcarba
Moylamino] cyclohexane-1-yl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 2- [1- (6-hexadecenyl) cyclopentylcarbyl
Vamoylamino] cyclohexane-1-yl 3- [N
-(2,2,5,5-tetramethyl-1,3-dioxane-4-ca
Rubonyl) amino] propionate 2- (decylhexylcarbamoylamino) cyclohexyl
San-1-yl 3- [N- (2,2,5,5-tetramethyl
-1,3-Dioxane-4-carbonyl) amino] propy
Onate 2- (hexyloctylcarbamoylamino) cyclohe
Xan-1-yl 3- [N- (2,2,5,5-tetramethyi
L-1,3-dioxane-4-carbonyl) amino] pro
Pionate 2- (Butyldodecylcarbamoylamino) cyclohex
San-1-yl 3- [N- (2,2,5,5-tetramethyl
-1,3-Dioxane-4-carbonyl) amino] propy
Onate 2- (methyloctadecylcarbamoylamino) cyclo
Hexan-1-yl 3- [N- (2,2,5,5-tetrame
Cyl-1,3-dioxane-4-carbonyl) amino] p
Ropionate 2- [Butyl (1,1-dimethyl-6-undecenyl) carb
Lubamoylamino] cyclohexan-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate 2- [butyl (1,1-dimethyl-8-tridecenyl) carboxyl]
Lubamoylamino] cyclohexan-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate 2- [butyl (1,1-methyl-10-pentaderonyl) carboxyl]
Lubamoylamino] cyclohexan-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate 2-[(8-pentadecenyl) propylcarbamoylurea
Mino] cyclohexane-1-yl 3- [N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- [butyl (1,1-dimethyl-8-heptadecenyl)]
Carbamoylamino] cyclohexan-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate 2-[(1,1-dimethyl-8-heptadecenyl) ethyl
Carbamoylamino] cyclohexan-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate 2-methyl-2- (N-oleoylamino) ethyl 3
-[N- (2,2,5,5-tetramethyl-1,3-dioxane-
4-Carbonyl) amino] propionate 2-ethyl-2- (N-oleoylamino) ethyl 3
-[N- (2,2,5,5-tetramethyl-1,3-dioxane-
4-Carbonyl) amino] propionate 2-isopropyl-2- (N-oleoylamino) ethyl
Le 3- [N- (2,2,5,5-tetramethyl-1,3-dioki
San-4-carbonyl) amino] propionate 2-isobutyl-2- (N-oleoylamino) ethyl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxa
N-4-carbonyl) amino] propionate 2,2-pentamethylene-2- (N-oleoylamino)
Ethyl 3- [N- (2,2,5,5-tetramethyl-1,3-di
Oxan-4-carbonyl) amino] propionate 2-phenyl-2- (N-oleoylamino) ethyl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate 2-benzyl-2- (N-oleoylamino) ethyl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate 2-naphthyl-2- (N-oleoylamino) ethyl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate 2- (2-furyl) -2- (N-oleoylamino) e
Chill 3- [N- (2,2,5,5-tetramethyl-1,3-dio
Xan-4-carbonyl) amino] propionate 2-cyclopentyl-2- (N-oleoylamino) e
Chill 3- [N- (2,2,5,5-tetramethyl-1,3-dio
Xan-4-carbonyl) amino] propionate 2- (3-indolyl) methyl-2- (N-oleoyl
Amino) ethyl 3- [N- (2,2,5,5-tetramethyl
-1,3-Dioxane-4-carbonyl) amino] propy
Onate 4- (N-oleoylamino) -2-butenyl 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate 4- (N-oleoylamino) -2-butynyl 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate 2- [N- (1-undecylcyclobutylcarbonyl)
Amino] cyclopentan-1-yl 3- [N- (2,2,
5,5-Tetramethyl-1,3-dioxane-4-carboni
L) amino] propionate 2- [N- (1-pentadecylcyclobutylcarbonyl
Lu) amino] cycloheptan-1-yl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 2- [N- [1- (9-octadecenyl) cyclobutyl
Carbonyl] amino] cycloheptan-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate 2- [N- (1-decylcyclopentylcarbonyl) a
Mino] cyclopentan-1-yl 3- [N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- [N- (1-tridecylcyclopentyl carbonate
Lu) amino] cyclopentan-1-yl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 2- [N- (1-decylcyclohexylcarbonyl) a
Mino] cyclopentan-1-yl 3- [N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- [N- (1-nonylcyclohexylcarbonyl) a
Mino] cycloheptan-1-yl 3- [N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- [N- [1- (9-octadecenyl) silkhexyl
Lucarbonyl] amino] cyclopentan-1-yl 3
-[N- (2,2,5,5-tetramethyl-1,3-dioxane-
4-carbonyl) amino] propionate 2- [N- (1-isopropylpentylcarbamoyl)
Amino] cycloheptan-1-yl 3- [N- (2,2,
5,5-Tetramethyl-1,3-dioxane-4-carboni
) Amino] propionate 2- (1-isopropylhexylcarbamoylamino)
Cycloheptan-1-yl 3- [N- (2,2,5,5-te
Tramethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-t-butyldodecylcarbamoylamino) si
Clopentan-1-yl 3- [N- (2,2,5,5-teto
Lamethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1,1-dimethylhexadecylcarbamoylamido
No) cycloheptan-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (octadecylcarbamoylamino) cyclopenta
N-1-yl 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propio
Nate 2- (1,1-dimethyloctadecylcarbamoylamido
No) cycloheptan-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (1,1-dimethyl-9-decenylcarbamoylamido
No) cycloheptan-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (1,1-dimethyl-6-undecenylcarbamoyl
Amino) cycloheptan-1-yl 3- [N- (2,2,
5,5-Tetramethyl-1,3-dioxane-4-carboni
L) amino] propionate 2- (1,1-dimethyl-8-tridecenylcarbamoyl
Amino) cycloheptan-1-yl 3- [N- (2,2,
5,5-Tetramethyl-1,3-dioxane-4-carboni
L) amino] propionate 2- (1-methyl-10-pentadecenylcarbamoyla
Mino) cyclopentan-1-yl 3- [N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (1,1-dimethyl-10-heptadecenylcarbamoyl
Lumino) cyclopentan-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
L) amino] propionate 2- (1-methyl-8-heptadecenylcarbamoyla
Mino) pentan-1-yl 3- [N- (2,2,5,5-te
Tramethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (8-octadecenylcarbamoylamino) cyclo
Pentan-1-yl 3- [N- (2,2,5,5-tetrame
Cyl-1,3-dioxane-4-carbonyl) amino] p
Ropionate 2- (8,11-octadecadienylcarbamoylamino)
Cyclopentan-1-yl 3- [N- (2,2,5,5-te
Tramethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-methyl-8,11,14-octadecatrienylca
Lubamoylamino) cyclopentan-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate 2- (1-hexylcyclobutylcarbamoylamino)
Cycloheptan-1-yl 3- [N- (2,2,5,5-te
Tramethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-octylcyclobutylcarbamoylamino)
Cycloheptan-1-yl 3- [N- (2,2,5,5-te
Tramethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-octylcyclopentylcarbamoylamido
No) cycloheptan-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (1-octylcyclohexylcarbamoylamido
No) cycloheptan-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (1-heptylcyclopentercarbamoylamido
No) cyclopentan-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (1-decylcyclopentylcarbamoylamino)
Cyclopentan-1-yl 3- [N- (2,2,5,5-te
Tramethyl-1,3-dioxane-4-carbonyl) ami
No] propionate 2- (1-hexylcyclohexylcarbamoylamido
No) cycloheptan-1-yl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- [1- (6-hexadecenyl) cyclohexylcalcyl
Vamoylamino) cyclopentan-1-yl 3- [N
-(2,2,5,5-tetramethyl-1,3-dioxane-4-ca
Rubonyl) amino] propionate 2- [1- (6-hexadecenyl) cyclobutylcarba
Moylamino) cyclopentan-1-yl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate 2- [1- (6-hexadecenyl) cyclopentylcarbyl
Vamoylamino) cycloheptan-1-yl 3- [N
-(2,2,5,5-tetramethyl-1,3-dioxane-4-ca
Rubonyl) amino] propionate 2- (decylhexylcarbamoylamino) cyclopen
Tan-1-yl 3- [N- (2,2,5,5-tetramethyl
-1,3-Dioxane-4-carbonyl) amino] propy
Onate 2- (hexyloctylcarbamoylamino) cyclohe
Putan-1-yl 3- [N- (2,2,5,5-tetramethyi
L-1,3-dioxane-4-carbonyl) amino] pro
Pionate 2- [butyl (1,1-dimethyl-8-heptadecenyl)
Carbamoylamino) cyclopentan-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate 2-methyl-2- (N-linoleoylamino) ethyl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate 2-methyl-2- [N- (2-isopropylhexanoyl)
Lu) amino] ethyl 3- [N- (2,2,5,5-tetrame
Cyl-1,3-dioxane-4-carbonyl) amino] p
Ropionate 2-methyl-2- [N- (2-t-butylheptanoy
Lu) amino] ethyl 3- [N- (2,2,5,5-tetrame
Cyl-1,3-dioxane-4-carbonyl) amino] p
Ropionate 2-methyl-2- [N- (2,2-diethylundecanoic acid
Lu) amino] ethyl 3- [N- (2,2,5,5-tetrame
Cyl-1,3-dioxane-4-carbonyl) amino] p
Ropionate 2-methyl-2- [N- (2,2-trimethylenedecanoic acid
Lu) amino] ethyl 3- [N- (2,2,5,5-tetrame
Cyl-1,3-dioxane-4-carbonyl) amino] p
Ropionate 2-ethyl-2- (N-linolenoylamino) ethyl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate 2-isopropyl-2- [N- (2-isopropylheptyl
Tadecanoyl) amino] ethyl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2-isobutyl-2- [N- (2-ethyloctadecano
Il) amino] ethyl 3- [N- (2,2,5,5-tetra
Methyl-1,3-dioxane-4-carbonyl) amino]
Propionate 2,2-pentamethylene-2- (N-linoleoylami
No) ethyl 3- [N- (2,2,5,5-tetramethyl-1,3
-Dioxane-4-carbonyl) amino] propione
To 2-phenyl-2- (N-linoleoylamino) ethyl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxa
N-4-carbonyl) amino] propionate 2-benzyl-2- (N-linoleoylamino) ethyl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxa
N-4-carbonyl) amino] propionate 2-naphthyl-2- [N- (2,2-dimethyl-9-teto
Ladecenoyl) amino) ethyl 3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate 2- (2-furyl) -2- [N- (2,2-dimethyl-9)
-Octadecenoyl) amino] ethyl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Lu) amino] propionate 2-cyclopentyl-2- [N- (2,2-dimethyl-9)
-Octadecenoyl) amino) ethyl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
) Amino] propionate 2- (3-indolyl) methyl-2- (N-linoleoyl)
Luamino) ethyl 3- [N- (2,2,5,5-tetramethyl
L-1,3-dioxane-4-carbonyl) amino] pro
Pionate 2- (8-heptadecenylcarbamoylamino) cyclo
Hexan-1-yl 2- [N- (2,2,5,5-tetrame
Cyl-1,3-dioxane-4-carbonyl) amino] a
Cetate 2- (1-Methyl-8-heptadecenylcarbamoyla
Mino) cyclohexane-1-yl 4- [N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino] butyrate 2- (1-methyl-8-heptadecenylcarbamoyla
Mino) cyclohexane-1-yl 5- [N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino] valeate The compound of the present invention is represented by * in the general formula (I).
As shown, it contains at least one asymmetric carbon atom.
, Optically active form (R-form or S-form) or racemic form
The present invention also includes any of the above forms.

The compound of the present invention has, for example, the following formula (a): In the formula, R ¹¹ and R ²¹ are the same or different and each represents a protective group for a hydroxyl group; A, X, Y and n are as defined above, and a compound represented by the following formula R ³ —COZ ¹ ( III) or R ⁴ —NCO (IV) In the formula, Z ¹ is a hydroxyl group; a halogen atom such as Cl and Br; an alkoxy group such as methoxy and ethoxy; substitution of phenoxy, p-nitrophenoxy, 2,4-dinitrophenoxy and the like. Or represents an unsubstituted phenyloxy group; R ³ and R ⁴ are as defined above, or (b) a compound represented by the following formula: In the formula, R ¹¹ , R ²¹ , n and Z ¹ are as defined above, and a compound represented by the following formula HX-A-Y-CO-R ³ (VI) wherein R ³ , A, X And Y are as defined above, and are reacted with a compound represented by In the formula, R ¹¹ , R ²¹ , R ³ , A, X, Y and n are as defined above, and can be produced by removing the hydroxyl-protecting group from the compound represented by:

The reaction of the compound of formula (II) with the compound of formula (III) in method (a) and the reaction of the compound of formula (V) with compound of formula (VI) in method (b) are usually carried out in a suitable solvent, For example, aromatic hydrocarbons such as benzene, triene and xylene; ethers such as ethyl ether, tetrahydrofuran and dioxane; esters such as methyl acetate and ethyl acetate; halogenated hydrocarbons such as methylene chloride, chloroform and carbon tetrachloride. High boiling point polar solvents such as dimethylformamide and dimethylsulfoxide; alcohols such as methanol and ethanol; water or the like alone or in a mixed solvent. This reaction is generally -78
C. to the boiling point of the solvent used, preferably about -10.degree. C. to the boiling point of the solvent used. Also,
In the method (a) and the method (b), a catalyst or a reaction accelerator may be used in the reaction. Examples of usable catalysts or reaction promoters include dicyclohexylcarbodiimide, diisopropylcarbodiimide, and 1
-Carbodiimides such as ethyl-3- (3-dimethylaminopropyl) -carbodiimide hydrochloride; acid anhydrides such as acetic anhydride and benzoic anhydride; inorganics such as sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate Bases; organic bases such as triethylamine, diethylamine, dimethylamine, diisopropylamine, pyridine and the like can be mentioned. These catalysts or reaction accelerators can be used within the range of 0.01 to 10 equivalents, preferably 0.1 to 1.1 equivalents, relative to compound (II) or compound (IV).

The ratio of the compound (III) or (IV) to the compound (II) is not strictly limited, but the compound (III) or (IV) is usually 0.8 to 1 mol with respect to 1 mol of the compound (II). It can be used in an amount of 1.2 mol, preferably 1.0 to 1.1 mol. Similarly, the compound (V) is usually 0.8 to 1.2 mol, preferably 1.
It can be used within the range of 0 to 1.1 mol.

The reaction for removing the hydroxyl-protecting group from compound (II) in method (c) can be carried out by hydrolysis in a solvent in the presence of a suitable catalyst. For example, aromatic hydrocarbons such as benzene, toluene and xylene; ethers such as ethylene ether, tetrahydrofuran and dioxane; esters such as methyl acetate and ethyl acetate; halogenated hydrocarbons such as methylene chloride, chloroform and carbon tetrachloride. High-boiling polar solvents such as dimethylformamide and dimethylsulfoxide; Alcohols such as methanol and ethanol; Water; Organic acid groups such as acetic acid and propionic acid; Ketones such as acetone and methylethylketone alone or in a mixed solvent; It can be carried out within the range of 78 ° C to the boiling temperature of the solvent used, preferably about -10 ° C to the boiling temperature of the solvent used. Examples of usable catalysts include inorganic bases such as sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate; organic bases such as triethylamine, diethylamine, dimethylamine, diisopropylamine and pyridine; minerals such as hydrochloric acid, nitric acid and sulfuric acid. Acids; hydrogen halides such as hydrogen fluoride, hydrogen bromide and hydrogen iodide; organic acids such as trifluoroacetic acid and trichloroacetic acid. Alternatively, the protective group can be eliminated by catalytic hydrogenation using an appropriate metal catalyst according to a conventional method. As the metal catalyst that can be used at that time, a usual hydrogenation catalyst such as nickel, palladium, rhodium, or platinum is used.

The product obtained by each of the above methods can be separated or purified from the reaction mixture by using a method known per se, for example, crystallization, chromatography, extraction, filtration or the like in an appropriate combination. it can.

The compounds of formulas (V), (II) and (VI) used as starting materials in the above method can be prepared as described below.

[Production of Compound of Formula (V)]

Step 6: (Va) → (Vd) In the above formula, M represents a hydrogen atom; an alkali metal atom such as sodium and potassium or an alkaline earth metal atom such as magnesium and calcium; and L represents OH and CL. , Br, I or
Representing N ₂ , R ¹¹ , R ²¹ , n and Z ¹ are as defined above.

Step 1: In this step, pantoyl lactone is reacted with ω-aminocarboxylic acid to synthesize the compound (Va). Pantoyl lactone may be any of (D)-, (L)-and (DL) -forms. Examples of ω-aminocarboxylic acid include aminoacetic acid (glycine), 3-aminopropionic acid (β-alanine), 4-aminobutyric acid (γ
-Aminobutyric acid, GABA), 5-aminovaleric acid and the like. The reaction is preferably carried out using a solvent, for example, aromatic hydrocarbons such as benzene, triene and xylene; ethers such as ethyl ether, tetrahydrofuran and dioxane; high boiling polar solvents such as dimethylformamide and dimethyl sulfoxide; Alcohols such as methanol and ethanol; water may be used alone or in combination. The reaction can generally be carried out at a temperature in the range of about 0 ° C. to the boiling temperature of the solvent used, preferably room temperature to the boiling temperature of the solvent used. It is preferable to use a catalyst for this reaction, and examples of such a catalyst include inorganic bases such as sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate; organic bases such as triethylamine, diethylamine, dimethylamine, diisopropylamine and pyridine. Kind of things. These catalysts are 0.01 to 10 equivalents, preferably 0.1 to 1.1, relative to pantoyl lactone.
It can be used within an equivalent range.

Step 2: In this step, the compound (Va) synthesized in Step 1 is benzylated and converted to the compound (Vb). As the benzylation reagent, halogenated benzyls such as benzyl chloride, benzyl bromide and benzyl iodide; benzyl alcohol; phenyldiazomethane and the like are used. This reaction is carried out in a suitable solvent, for example, aromatic hydrocarbons such as benzene, toluene and xylene; ethers such as ethyl ether, tetrahydrofuran and dioxane;
Esters such as methyl acetate and ethyl acetate; halogenated hydrocarbons such as methylene chloride, chloroform and carbon tetrachloride; high boiling polar solvents such as dimethylformamide and dimethyl sulfoxide; alcohols such as methanol and ethanol; acetone and methyl ethyl ketone Ketones such as;
It can be carried out in a single solvent or a mixed solvent such as water, usually at a temperature in the range of −78 ° C. to the boiling temperature of the used solvent, preferably −10 ° C. to the boiling temperature of the used solvent. Further, a catalyst or a reaction accelerator can be used in this reaction. Examples of such catalysts or reaction accelerators include carbodiimides such as dicyclohexylcarbodiimide, diisopropylcarbodiimide, 1-ethyl-3- (3-dimethylaminopropyl) -carbodiimide hydrochloride; acid anhydrides such as acetic anhydride and benzoic anhydride; Inorganic bases such as sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate; organic bases such as toluethylamine, diethylamine, dimethylamine, diisopropylamine and pyridine. These catalysts or reaction promoters can be used within the range of 0.01 to 10 equivalents, preferably 0.1 to 1.1 equivalents, relative to compound (Va).

Step 3: In this step, the compound (V
In this step, the hydroxyl group of -b) is protected to synthesize the compound (Vc). Examples of the reaction reagent for introducing the protecting group (R ¹¹ , R ²¹ ) include acid anhydrides such as acetic anhydride and benzoic anhydride; acid chlorides such as acetyl chloride and benzoyl chloride; acetic acid, benzoic acid, p- Organic acids such as toluenesulfonic acid; orthoesters such as ethyl orthoformate and methyl orthoformate; ketones such as acetone and cyclohexanone; aldehydes such as benzaldehyde and acetaldehyde; silylating agents such as trimethylsilyl chloride and dimethylphenylsilyl chloride; Alkylating agents such as diazomethane and dimethyl sulfate; alkyl halides such as methyl iodide and benzyl chloride are used. This reaction is carried out in a suitable solvent, for example, aromatic hydrocarbons such as benzene, triene and xylene; ethers such as ethyl ether, tetrahydrofuran and dioxane; esters such as methyl acetate and ethyl acetate; methylene chloride, chlorophohelm, Halogenated hydrocarbons such as carbon tetrachloride; dimethylformamide,
High-boiling-point polar solvents such as dimethyl sulfoxide; alcohols such as methanol and ethanol; ketones such as acetone and methyl ethyl ketone; alone or in a mixed solvent such as water, from −78 ° C. to the boiling temperature of the solvent used, preferably about −
It can be carried out at a temperature within the range of 10 ° C. to the boiling temperature of the solvent used. Further, a catalyst or a reaction accelerator can be used in this reaction. Examples of such catalysts or reaction promoters include dicyclohexylcarbodiimide, diisopropylcarbodiimide, 1-ethyl-3- (3-
Carbodiimides such as dimethylaminopropyl) -carbodiimide hydrochloride; acid anhydrides such as acetic anhydride and benzoic anhydride; inorganic bases such as sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate; triethylamine, diethylamine, dimethyl Examples thereof include organic bases such as amine, diisopropylamine and pyricin; organic acids such as acetic acid, p-toluenesulfonic acid and camphorsulfonic acid. These catalysts or reaction promoters are compounds (V-
It can be used within the range of 0.01 to 10 equivalents, preferably 0.1 to 1.1 equivalents, relative to b).

Step 4: In this step, compound (V-c) is converted to compound (V-d) by hydrolysis or catalytic hydrogenation.
This reaction can be carried out in a solvent using a suitable catalyst. Hydrolysis can be carried out by, for example, aromatic hydrocarbons such as benzene, toluene, xylene; ethers such as ethyl ether, tetrahydrofuran, dioxane; esters such as methyl acetate, ethyl acetate; methylene chloride, chloroform, carbon tetrachloride, etc. Halogenated hydrocarbons; high-boiling polar solvents such as dimethylformamide and dimethylsulfoxide; alcohols such as methanol and ethanol; water; organic acids such as acetic acid and propionic acid; ketones such as acetone and methylethylketone, alone or as a mixed solvent. In -78 ° C
To the boiling temperature of the solvent used, preferably at a temperature within the range of about −10 ° C. to the boiling temperature of the solvent used. Examples of the catalyst that can be used include inorganic bases such as sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate; organic bases such as triethylamine, diethylamine, dimethylamine, diisopropylamine and pyridine; hydrochloric acid, nitric acid and sulfuric acid. Mineral acids such as; hydrogen halides such as hydrogen fluoride, hydrogen bromide, hydrogen iodide; and organic acids such as trifluoroacetic acid and trichloroacetic acid. On the other hand, catalytic hydrogenation can be carried out by a conventional method known per se, and nickel, palladium, rhodium, platinum or the like is used as the metal catalyst.

Step 5: This step is a step of converting the compound (Vd) into the compound (V). Reagents used in this reaction include halogenated reagents such as thionyl chloride, phosphorus oxychloride and phosphorus pentachloride; or alcohols such as methanol and ethanol; phenols such as p-nitrophenol and 2,4-dinitrophenol. Esterification reagents such as bisphenols are used. This step is carried out in an appropriate solvent, for example, aromatic hydrocarbons such as benzene, toluene, xylene; ethers such as ethyl ether, tetrahydrofuran, dioxane; esters such as methyl acetate, ethyl acetate; methylene chloride, chloroform, Halogenated hydrocarbons such as carbon tetrachloride; high boiling polar solvents such as dimethylformamide and dimethylsulfoxide; alcohols such as methanol and ethanol; single or mixed solvents such as water at -78 ° C
To the boiling temperature of the solvent used, preferably about 10 ° C. to the boiling temperature of the solvent used. Further, a catalyst or a reaction accelerator can be used in the reaction. Examples of such catalysts or reaction accelerators include dicyclohexylcarbodiimide, diisopropylcarbodiimide, 1-ethyl-3- (3-dimethylaminopropyl)
-Carbodiimides such as carbodiimide hydrochloride; acid anhydrides such as acetic anhydride and benzoic anhydride; sodium hydroxide,
Inorganic bases such as potassium hydroxide, sodium carbonate and potassium carbonate; organic bases such as triethylamine, diethylamine, dimethylamine, diisopropylamine and pyridine. These catalysts or reaction promoters are 0.01 to 10 equivalents, preferably 0.1 to the compound (Vd).
It can be used within the range of to 1.1 equivalents.

Step 6: This step is a step of synthesizing compound (Vd) from compound (Va). Examples of the reagent capable of reacting with the compound (Va) include acid anhydrides such as acetic anhydride and benzoic anhydride;
Acid chlorides such as acetyl chloride and benzoyl chloride; organic acids such as acetic acid, benzoic acid and p-toluenesulfonic acid; orthoesters such as ethyl orthoformate and methyl orthoformate; ketones such as acetone and cyclohexanone; benzaldehyde and acetaldehyde. And the like; silylating agents such as trimethylsilyl chloride and dimethylphenylsilyl chloride; alkylating agents such as diazomethane and dimethyl sulfate; and alkyl halides such as methyl iodide and benzyl chloride. This reaction is carried out in a suitable solvent, for example, aromatic hydrocarbons such as benzene, toluene, xylene; ethers such as ethyl ether, tetrahydrofuran, dioxane; esters such as methyl acetate, ethyl acetate; methylene chloride, chloroform, Halogenated hydrocarbons such as carbon tetrachloride; high-boiling polar solvents such as dimethylformamide and dimethylsulfoxide; alcohols such as methanol and ethanol; ketones such as acetone and methylethylketone; water and the like alone or in a mixed solvent, −
It can be carried out at a temperature in the range of 78 ° C to the boiling temperature of the solvent used, preferably about -10 ° C to the boiling temperature of the solvent used. Further, a catalyst or a reaction accelerator can be used in this reaction. Examples of such catalysts or reaction accelerators include carbodiimides such as dicyclohexylcarbodiimide, diisopropylcarbodiimide, 1-ethyl-3- (3-dimethylaminopropyl) -carbodiimide hydrochloride; acid anhydrides such as acetic anhydride and benzoic anhydride. Inorganic bases such as sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate; triethylamine,
Organic bases such as diethylamine, dimethylamine, diisopropylamine, pyridine; and organic acids such as acetic acid, p-toluenesulfonic acid, camphorsulfonic acid and the like. These catalysts or reaction promoters are compound (Vb)
It can be used within the range of 0.01 to 10 equivalents, preferably 0.1 to 1.1 equivalents.

[Production of Compound of Formula (II)]

Compound (II) is a compound represented by the following formula produced as described above. In the formula, R ¹¹ , R ²¹ , n and Z ¹ are as defined above. A compound represented by the following formula HX-A-YH (VII) It is obtained by reacting a compound represented by

This reaction is carried out in an appropriate solvent, for example, aromatic hydrocarbons such as benzene, toluene, xylene; ethyl ether,
Ethers such as tetrahydrofuran and dioxane; Esters such as methyl acetate and ethyl acetate; Halogenated hydrocarbons such as methylene chloride, chloroform and carbon tetrachloride; High boiling polar solvents such as dimethylformamide and dimethyl sulfoxide; Methanol and ethanol Alcohols such as; water or the like alone or in a mixed solvent, at a temperature within the range of −78 ° C. to the boiling temperature of the used solvent, preferably about −10 ° C. to the boiling temperature of the used solvent. Further, a catalyst or a reaction accelerator can be used in the reaction. Examples of such catalysts or reaction promoters include dicyclohexylcarbodiimide, diisopropylcarbodiimide,
Carbodimodes such as 1-ethyl-3- (3-dimethylaminopropyl) -carbodiimide hydrochloride; halogenating reagents such as thionyl chloride, phosphorus oxychloride and phosphorus pentachloride; acid anhydrides such as acetic anhydride and benzoic anhydride Inorganic bases such as sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate; organic bases such as triethylamine, diethylamine, dimethylamine, diisopropylamine, pyridine; acetic acid, p-toluenesulfonic acid, camphorsulfonic acid, etc. The organic acids of. These catalysts or reaction promoters are used in an amount of 0.01-10 with respect to compound (V).
The equivalent can be used, preferably within the range of 0.1 to 1.1 equivalents.

[Production of Compound of Formula (VI)]

Compound (VI) is the following formula HX-A-YH (VII) wherein A, X and Y are as defined above, in the compound of formula ^{R 3 -CO-Z 1 (VIII} ) formula shown, R ³ and Z ¹ are as defined above, and are obtained by reacting with a compound represented by

This reaction is carried out in an appropriate solvent, for example, aromatic hydrocarbons such as benzene, toluene, xylene; ethyl ether,
Ethers such as tetrahydrofuran and dioxane; Esters such as methyl acetate and ethyl acetate; Halogenated hydrocarbons such as methylene chloride, chloroform and carbon tetrachloride; High boiling polar solvents such as dimethylformamide and dimethyl sulfoxide; Methanol and ethanol Alcohols such as; water or the like alone or in a mixed solvent, at a temperature within the range of −78 ° C. to the boiling temperature of the used solvent, preferably about −10 ° C. to the boiling temperature of the used solvent. Further, a catalyst or a reaction accelerator can be used in the reaction. Examples of such catalysts or reaction promoters include dicyclohexylcarbodiimide, diisopropylcarbodiimide,
Carbodiimides such as 1-ethyl-3- (3-dimethylaminopropyl) -carbodiimide hydrochloride; halogenating reagents such as thionyl chloride, phosphorus oxychloride, phosphorus pentachloride; acid anhydrides such as acetic anhydride and benzoic anhydride Inorganic bases such as sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate; organic bases such as triethylamine, diethylamine, dimethylamine, diisopropylamine, pyridine; acetic acid, p-toluenesulfonic acid, camphorsulfonic acid, etc. The organic acids of. These catalysts or reaction promoters are used in an amount of 0.01-10 with respect to compound (V).
The equivalent can be used, preferably within the range of 0.1 to 1.1 equivalents.

The compound of the formula (I) provided by the present invention has excellent ACAT inhibitory activity, and is used for the treatment or treatment of hyperlipidemia, arteriosclerosis, angina, myocardial infarction, thrombosis, etc. Expected to be used as a prophylactic drug.

The ACAT inhibitory activity of the compound of the present invention can be confirmed by the test method described below.

The ACAT inhibitory test is performed by the method of Helgerud et al. [Journal of L
ipid Research, 22, 497 (1981)] and Folch et al. [Journal of Biological Chemi-stry, 226, 497 (195).
7) according to], the measurements were made cholesteryl oleate produced by the intracellular cholesterol ^[1-14 C] oleoyl CoA.

That, 2 [mu] M bovine serum albumin and 2 [mu] M ^[1-14 C] oleoyl -CoA and the 0.514M potassium phosphate buffer (pH 7.
4) In 0.5 ml of the solution, the microsome fraction (0.3 mg protein) prepared from rat liver was dissolved in 0.514 M potassium phosphate buffer (pH 7.4), 10 μl, and the test drug, 10 ^-7 M was added to dimethyl. Add 5 μl of a solution in sulfoxide,
Incubate at 37 ℃ for 4 minutes.

Then, 4.2 ml of methanol and 8.3 ml of chloroform were added to stop the reaction, 2.5 ml of water was added, and the mixture was shaken well and the chloroform layer was separated. After the chloroform layer is concentrated, it is subjected to thin layer chromatography, the produced cholesteryl oleate is collected, and the radioactivity is measured with a liquid scintillation counter.

In addition, the ACAT inhibitory activity of each test compound is calculated based on the radioactivity of the control obtained by performing the same test as above without using a sample.

 The results are shown in Table 1 below.

Hyperlipidemia, arteriosclerosis using the compound of the present invention as a drug,
When used for the treatment, treatment, prevention, etc. of diseases such as angina, myocardial infarction, thrombosis, etc., the compound is a pharmaceutical aid, for example, a pharmaceutically acceptable carrier, diluent, excipient, binder. , Disintegrants, lubricants, preservatives, stabilizers, solubilizers, flavors, etc., as well as dosage forms suitable for administration, such as tablets, capsules, powders, granules, microcapsules, syrups, elixirs It can be formulated into a unit dosage form such as an agent, an injection and a suppository.

The content of the active ingredient in these formulations can be varied within a wide range depending on the type of the compound of the present invention, the type of formulation, the purpose of use, etc., but is generally 0.5 to 90% by weight,
It can be preferably in the range of 5 to 60% by weight.

Tablets, capsules, powders, solid preparations such as granules, the compound of the present invention, lactose, mannitol, glucose, hydroxypropylcellulose, microcrystalline cellulose, carboxymethylcellulose, starch, polyvinylpyrrolidone, aluminum metasilicate, Carriers or diluents for talc sugar; lubricants such as magnesium stearate;
It can be formulated according to a conventional method together with a disintegrant such as fibrin calcium gluconate; a dissolution aid such as glutamic acid and aspartic acid; and a stabilizer such as lactose. If necessary, tablets may be coated with a gastric or enteric substance such as sucrose, gelatin, hydroxypropylcellulose, hydroxypropylmethylcellulose, etc., and the capsule may be a hard capsule.
Alternatively, a soft capsule may be used.

In the case of liquid preparations such as syrups, elixirs, solutions, emulsions and suspensions, the compound of the present invention is a pharmaceutically acceptable liquid medium, for example, purified water, physiological saline,
It can be formulated by dissolving or dispersing it in a buffer solution, ethanol or the like, and further appropriately adding a surfactant, a sweetening agent, a flavoring agent, an aromatic agent, a preservative and the like, if necessary.

On the other hand, injections for parenteral administration include sterile aqueous or non-aqueous solutions, suspensions and emulsions. Such injections are prepared by diluting the compound of the present invention with water for injection, an aqueous diluent such as physiological saline, or polyethylene glycol,
It can be prepared by mixing with a non-aqueous diluent such as propylene glycol, olive oil, ethanol, and Polysorbate 80 (registered trademark). In addition, injectables, as necessary, preservatives, wetting agents, surfactants, dispersants,
Auxiliary agents such as stabilizers and solubilizing agents can also be included.
These injections can usually be sterilized by filtration using a bacteria-retaining filter or the like, blending of a bactericide, irradiation, etc., and after further treatment, a solid preparation is obtained by a method such as freeze-drying. Immediately before use, sterile water or a sterile diluent for injection can be added for use.

The compound of the present invention can be administered orally or rectally, or parenterally, such as intravenously, intramuscularly and subcutaneously. The dose depends on the type of compound used,
It can be changed according to the method of administration, the severity of symptoms of the patient to be treated, the age and weight of the patient, the judgment of the doctor, etc.,
Generally, it is suitable to administer about 2 to about 500 mg / kg body weight per day, once a day or in 2 to 4 divided doses. However, the above dose range is merely a guide, and it is of course possible to administer an amount above or below the above range depending on the judgment of the doctor, the severity of symptoms, and the like.

Hereinafter, the present invention will be described in more detail with reference to Examples.

Reference example-1 2.82 g of oleic acid and 1.62 g of o-phenylenediamine were dissolved in 50 ml of methylene chloride, 2.27 g of N, N'-dicyclohexylcarbodiimide was added under stirring with ice cooling, and the mixture was stirred overnight at room temperature. After completion of the reaction, the insoluble matter was filtered off, the solvent was distilled off, and the obtained residue was subjected to silica gel column chromatography for purification to obtain 2.84 g (yield 76%) of the title compound.

Properties; oily IR (cm ^-1 , neat); ν _NH 3284, ν _CO 1646 mass spectrometry molecular formula; C ₂₄ H ₄₀ N ₂ O theoretical value 372.3140 actual value 372.3129 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.18-1.45 (20H, m), 1.65-1.81 (2H, m), 1.90-2.09 (4H, m), 2.41 (2H, t, J = 7Hz), 3.84 (2H, brs), 5.28-5.43 (2H, m), 6.76-6.83 (2H, m), 7.02-7.13 (2H, m), 7.17 (1H, d, J = 8Hz) 2m-oleoylaminoaniline 2.82 g of oleic acid and 1.62 g of m-phenylenediamine were dissolved in 50 ml of methylene chloride, 2.27 g of N, N'-dicyclohexylcarbodiimide was added under stirring with ice cooling, and the mixture was stirred overnight at room temperature. After completion of the reaction, the insoluble matter was filtered off, the solvent was distilled off, and the obtained residue was subjected to silica gel column chromatography for purification to obtain 2.60 g (yield 70%) of the title compound.

Properties; oily IR (cm ^-1 , neat); ν _NH 3324, ν _CO 1658 mass spectrometry molecular formula; C ₂₄ H ₄₀ N ₂ O theoretical value 372.3140 actual value 372.3143 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.20-1.42 (20H, m), 1.64-1.78 (2H, m), 1.90-2.09 (4H, m), 2.32 (2H, t, J = 7Hz), 3.70 (2H, brs), 5.29-5.40 (2H, m), 6.42 (1H, d, J = 8Hz), 6.62 (1H, d, J = 8Hz), 7.00 (1H, brs), 7.21 (1H, s) 3 p-oleoylamino Aniline 2.82 g of oleic acid and 1.62 g of p-phenylenediamine were dissolved in 50 ml of methylene chloride, 2.27 g of N, N'-dicyclohexylcarbodiimide was added under stirring with ice cooling, and the mixture was stirred at room temperature overnight. After the reaction was completed, the insoluble material was filtered off, the solvent was distilled off, and the obtained residue was subjected to silica gel column chromatography for purification to obtain 2.85 g (yield 77%) of the title compound.

Properties; oily IR (cm ^-1 , neat); ν _NH 3294, ν _CO 1656 mass spectrometry molecular formula; C ₂₄ H ₄₀ N ₂ O theoretical value 372.3140 actual value 372.3138 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.18-1.42 (20H, m), 1.64-1.77 (2H, m), 1.92-2.09 (4H, m), 2.31 (2H, t, J = 7Hz), 3.60 (2H, brs), 5.29-5.40 (2H, m), 6.65 (2H, d, J = 9Hz), 6.92 (1H, brs), 7.26 (2H, d, J = 9Hz) 4 p-oleoylaminophenol 2.82 g of oleic acid and 1.64 g of p-aminophenol were dissolved in 50 ml of methylene chloride, 2.27 g of N, N'-dicyclohexylcarbodiimide was added with stirring under ice cooling, and the mixture was stirred at room temperature overnight. After completion of the reaction, the insoluble matter was filtered off, the solvent was distilled off, and the obtained residue was subjected to silica gel column chromatography for purification to obtain 1.57 g of the title compound (yield 42%).

Properties; oily IR (cm ^-1 , neat); ν _NH , ν _CO 1646 mass spectrometry molecular formula; C ₂₄ H ₃₉ NO ₂ theoretical value 373.2980 measured value 373.2988 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.20-1.42 (20H, m), 1.65-1.79 (2H, m), 1.89-2.09 (4H, m), 2.31 (2H, t, J = 7Hz), 5.28-5.41 (2H, m), 6.77 (2H, d, J = 9Hz), 7.04 (1H, brs), 7.32 (2H, d, J = 9Hz) 5 2,4-diacetoxy-N- [3-[(4-hydroxyphenyl) amino]- 3-oxopropyl] -3,3-disimethylbutanamide 3- [N- (2,4-diacetoxy-3,3-dimethyl-1
-Oxobutyl) amino] propionic acid 3.03 g and p-aminophenol 2.18 g were dissolved in methylene chloride 50 ml,
Under ice-cooling stirring, 2.30 g of 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride was added, and the mixture was stirred overnight at room temperature. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The obtained residue was purified by silica gel column chromatography to obtain 1.92 g (yield 50%) of the title compound.

Properties; oily IR (cm ^-1 , neat); ν _CO 1750,1660 mass spectrometry molecular formula; C ₁₉ H ₂₆ N ₂ O ₇ theoretical value 394.1740 measured value 394.1746 NMR (δ, CDCl ₃ ); 1.02 (3H, s), 1.06 (3H, s), 2.05 (3H, s), 2.07 (3H, s), 2.55 (2H, t, J = 6Hz), 3.55-3.71 (2H, m), 3.84 (1H, d, J = 12Hz ), 4.03 (1H, d, J = 12Hz), 4.90 (1H, s), 6.74-6.83 (1H, m), 6.79 (2H, d, J = 8Hz), 7.35 (2H, d, J = 8Hz) , 7.47 (1H, brs) 6S- (4-aminophenyl) 3- [N- (2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino]
Propane thionate 3- [N- (2,4-diacetoxy-3,3-dimethyl-1
-Oxobutyl) amino] propionic acid (1.52 g) and p-aminothiophenol (1.00 g) were dissolved in methylene chloride (50 ml), and 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (2.30 g) was added with stirring under ice cooling. Then
Stir overnight at room temperature. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The obtained residue was subjected to silica gel column chromatography for purification to obtain 0.335 g (yield 16%) of the title compound.

Property; Oily mass spectrometry Molecular formula; C ₁₉ H ₂₆ N ₂ O ₆ S Theoretical value 410.1511 Actual value 410.1520 NMR (δ, CDCl ₃ ); 1.01 (3H, s), 1.06 (3H, s), 2.06 (3H, s) , 2.11 (3H, s), 2.87 (2H, t, J = 6Hz), 3.44-3.69 (2H, m), 3.81 (1H, d, J = 11Hz), 4.03 (1H, d, J = 11Hz), 4.97 (1H, s), 6.50 (1H, t, J = 6Hz), 6.92 (2H, d, J = 8Hz), 7.24 (2H, d, J = 8Hz) 7 S- (4-aminophenyl) 9- Octadecentioate 2.82 g of oleic acid and 1.88 g of p-aminothiophenol were dissolved in 50 ml of methylene chloride, and N, N'- was added while stirring with ice cooling.
2.27 g of dicyclohexylcarbodiimide was added, and the mixture was stirred at room temperature overnight. After completion of the reaction, the insoluble matter was filtered off, the solvent was distilled off, and the obtained residue was subjected to silica gel column chromatography for purification to obtain 2.86 g of the title compound (yield 74%).

Properties; oily IR (cm ^-1 , neat); ν _NH 3500, ν _CO 1698 mass spectrometry molecular formula; C ₂₄ H ₃₉ NOS theoretical value 389.2752 observed value 389.2754 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.19-1.41 (20H, m), 1.62-1.75 (2H, m), 1.91-2.09 (4H, m), 2.60 (2H, t, J = 7Hz), 3.83 (2H, brs), 5.29- 5.41 (2H, m), 6.68 (2H, d, J = 8Hz), 7.16 (2H, d, J = 8Hz) 8 N- (4-hydroxyphenyl) -3- [N- (2,2,2
5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 1.04 g and p
-Aminophenol (0.665 g) was dissolved in methylene chloride (30 ml), 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.96 g) was added under ice-cooling stirring,
Stir overnight at room temperature. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The obtained residue was purified by silica gel column chromatography to obtain 1.37 g (yield 98%) of the title compound.

Properties; oily IR (cm ^-1 , neat); ν _CO 1660 mass spectrometry molecular formula; C ₁₈ H ₂₆ N ₂ O ₅ theoretical value 350.1841 actual value 350.1846 NMR (δ, CDCl ₃ ); 0.97 (3H, s), 1.04 ( 3H, s), 1.41 (3H, s), 1.45 (3H, s), 2.26 (2H, t, J = 6Hz), 3.50-3.72 (2H, m), 3.28 (1H, d, J = 12Hz), 3.68 (1H, d, J = 12Hz), 4.10 (1H, s), 6.78 (2H, d, J = 8Hz), 7.13 (1H, t, J = 6Hz), 7.32 (2H, d, J = 8Hz) , 8.02 (1H, S) 9 S- (4-aminophenyl) 3- [N- (2,2,5,5-
Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanethioate 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 1.30 g and p
-Aminothiophenol (1.00 g) was dissolved in methylene chloride (30 ml), and stirred under ice-cooling with hydrochloric acid 1-ethyl-3- (3-
0.96 g of dimethylaminopropyl) carbodiimide was added, and the mixture was stirred overnight at room temperature. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The obtained residue was subjected to silica gel column chromatography for purification to obtain 0.28 g (yield 15%) of the title compound.

Properties; Oily IR (cm ^-1 , neat); ν _CO 1692 mass spectrometry molecular formula; C ₁₈ H ₂₆ N ₂ O ₄ S theoretical value 366.1613 actual value 366.1608 NMR (δ, CDCl ₃ ); 1.00 (3H, s), 1.04 (3H, s), 1.42 (3H, s), 1.45 (3H, s), 2.78-2.97 (2H, m), 3.29 (1H, d, J = 11Hz), 3.45-3.71 (2H, m), 3.69 (1H, d, J = 11Hz), 4.08 (1H, s), 6.69 (2H, d, J = 8Hz), 6.84-6.92 (1H, m) 7.15 (2H, d, J = 8Hz) 10 o-ole Oil aminophenol 2-aminophenol 1.09g ethyl acetate 20ml and water 20m
1.27 g of sodium carbonate dissolved in a mixed solvent with l was added, and 3.01 g of oleic acid chloride was added to 10 m of ethyl acetate under ice-cooling stirring.
The solution dissolved in 1 was added dropwise, and the mixture was stirred for 2 hours as it was.
After completion of the reaction, the organic layer was separated, washed with water and then with saturated saline, dried over anhydrous sodium sulfate, and the solvent was distilled off. The obtained residue was purified by silica gel column chromatography to give 3.40 g of the title compound (yield 91%).
I got

Properties; oily IR (cm ^-1 , neat); ν _CO 1646 mass spectrometry molecular formula; C ₂₄ H ₃₉ NO ₂ theoretical value 373.2980 actual value 373.2988 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.18-1.45 (20H, m), 1.66-1.80 (2H, m), 1.92-2.10 (4H, m), 2.45 (2H, t, J = 7Hz), 5.28-5.40 (2H, m), 6.85 (2H) , d, J = 8Hz), 6.97 (1H, d, J = 8Hz), 7.02 (1H, d, J = 8Hz), 7.13 (2H, t, J = 8Hz), 7.45 (1H, brs) 11 N- (2-hydroxyphenyl) -3- [N- (2,2,
5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide 0.26 g of 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid and o
-0.13 g of aminophenol was dissolved in 10 ml of methylene chloride, and 0.20 g of 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride was added with stirring under ice cooling.
Stir overnight at room temperature. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The obtained residue was purified by silica gel column chromatography to obtain 0.34 g (yield 98%) of the title compound.

Properties; oily IR (cm ^-1 , neat); ν _CO 1660 mass spectrometry molecular formula; C ₁₈ H ₂₆ N ₂ O ₅ theoretical value 350.1841 actual value 350.1843 NMR (δ, CDCl ₃ ); 0.97 (3H, s), 1.03 ( 3H, s), 1.42 (3H, s), 1.46 (3H, s), 2.77 (2H, t, J = 6Hz), 3.28 (2H, J = 12Hz), 3.59-3.77 (2H, m), 4.11 ( 1H, s), 6.86 (1H, t, J = 8Hz), 7.01 (1H, d, J = 8Hz), 7.08-7.22 (3H, m), 8.80 (1H, s) 12 N- (2-aminophenyl ) -3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propanamide 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 3.89 g and o
-Phenylenediamine (2.16 g) was dissolved in methylene chloride (50 ml), 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (2.88 g) was added under ice-cooling stirring, and the mixture was stirred overnight at room temperature. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The obtained residue was purified by silica gel column chromatography to obtain 2.48 g (yield 47%) of the title compound.

Properties; oily IR (cm ^-1 , neat); ν _CO 1660 mass spectrometry molecular formula; C ₁₈ H ₂₇ N ₃ O ₄ theoretical value 349.2001 actual value 349.1993 NMR (δ, CDCl ₃ ); 0.99 (3H, s), 1.03 ( 3H, s), 1.42 (3H, s), 1.46 (3H, s), 2.67 (2H, t, J = 6Hz), 3.59-3.70 (2H, m), 3.28 (1H, d, J = 12Hz), 3.68 (1H, d, J = 12Hz), 4.10 (1H, s), 6.72-6.82 (2H, m), 7.03-7.16 (2H, m), 7.20 (1H, d, J = 8Hz), 7.87 (1H , s) 13 m-Linoleoylaminoaniline 0.841 g of linoleic acid and 0.541 g of o-phenylenediamine were dissolved in 50 ml of methylene chloride, and N, N'- was added with stirring under ice cooling.
Dicyclohexylcarbodiimide (1.03 g) was added, and the mixture was stirred at room temperature overnight. After completion of the reaction, the insoluble matter was filtered off, the solvent was distilled off, and the obtained residue was subjected to silica gel column chromatography for purification to obtain 0.796 g (yield 72%) of the title compound.

Properties; oily IR (cm ^-1 , neat); ν _CO 1646 mass spectrometry molecular formula; C ₂₄ H ₃₈ N ₂ O theoretical value 370.2984 actual value 370.2981 NMR (δ, CDCl ₃ ); 0.89 (3H, t, J = 7Hz) , 1.22-1.43 (14H, m), 1.63-1.88 (2H, m), 1.98-2.11 (4H, m), 2.32 (2H, t, J = 7Hz), 2.77 (2H, t, J = 6Hz), 5.28-5.46 (4H, m), 6.47 (1H, d, J = 8Hz), 6.69 (1H, d, J = 8Hz), 7.07 (1H, t, J = 8Hz), 7.14 (1H, s), 7.24 (2H, s) 14 p-Lauroylaminoaniline 342 mg of p-phenylenediamine was mixed with 10 ml of ethyl acetate and 1 part of water.
Dissolve it in a mixed solvent with 0 ml, add 106 mg of sodium carbonate, and under ice-cooling stirring, add 219 mg of lauric acid chloride to 1 ml of ethyl acetate.
The solution dissolved in 0 ml was added dropwise, and the mixture was stirred for 2 hours as it was. After completion of the reaction, the organic layer was separated, washed with water and then with saturated saline, dried over anhydrous sodium sulfate, and the solvent was distilled off. The obtained residue was purified by silica gel column chromatography to give 250 g of the title compound (yield 86
%) Was obtained.

Properties; oily IR (cm ^-1 , neat); ν _CO 1651 mass spectrometry molecular formula; C ₁₈ H ₃₀ N ₂ O theoretical value 290.2358 observed value 290.2362 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz) , 1.17-1.42 (16H, m), 1.63-1.78 (2H, m), 2.31 (2H, t, J = 7Hz), 3.581 (2H, brs), 6.64 (2H, d, J = 9Hz), 6.98 ( 1H, brs), 7.26 (2H, d, J = 9Hz) 15 p-linolenoylaminophenol 835 mg of linolenic acid and 546 mg of p-aminophenol were dissolved in 10 ml of methylene chloride, 618 mg of N, N'-dicyclohexylcarbodiimide was added under stirring with ice cooling, and the mixture was stirred at room temperature overnight. After completion of the reaction, the insoluble matter was filtered off, the solvent was distilled off, and the obtained residue was subjected to silica gel column chromatography for purification to obtain 1.03 g (yield 55%) of the title compound.

Properties; oily IR (cm ^-1 , neat); ν _CO 1646 mass spectrometry molecular formula; C ₂₄ H ₃₅ NO ₂ theoretical value 369.2667 actual value 369.2672 NMR (δ, CDCl ₃ ); 0.97 (3H, t, J = 7Hz), 1.19-1.44 (8H, m), 1.56-1.77 (2H, m), 1.98-2.12 (4H, m), 2.33 (2H, t, J = 7Hz), 2.71-2.88 (4H, m), 5.26-5.45 (6H, m), 6.77 (2H, d, J = 9Hz), 7.05 (1H, s), 7.31 (2H, d, J = 9Hz) 16 trans-2- (oleoylamino) cyclohexylamine 1.14 g of trans-1,2-diaminocyclohexane and 2.96 g of methyl oleate were dissolved in 15 ml of benzene, 0.60 g of sodium methoxide was added, and the mixture was heated under reflux for 20 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, the residue was dissolved in ethyl acetate and water, and the organic layer was separated. The organic layer was washed with saturated saline and dried over anhydrous sodium sulfate, and then the solvent was distilled off. The residue was purified by silica gel column chromatography to obtain 2.54 g of the title compound (yield 68%).

Property; oily mass spectrometry Molecular formula: C ₂₄ H ₄₆ N ₂ O Theoretical value 378.3610 Actual value 378.3611 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.12-1.48 (24H, m), 1.53- 1.79 (4H, m), 1.91 (6H, m), 2.18-2.35 (2H, m), 2.52- 2.95 (3H, m), 3.62-3.78 (1H, m), 5.28-5.40 (2H, m), 6.08-6.20 (1H, m) 17 (1S, 2S) -2- (oleoylamino) cyclohexylamine 1.14 g of (S, S) -1,2-diaminocyclohexane and 2.96 g of methyl oleate were dissolved in 15 ml of benzene, 0.60 g of sodium methoxide was added, and the mixture was heated under reflux for 20 hours.
After completion of the reaction, the solvent was distilled off under reduced pressure, the residue was dissolved in ethyl acetate and water, and the organic layer was separated. The organic layer was washed with saturated saline and dried over anhydrous sodium sulfate, and then the solvent was distilled off. The residue was purified by silica gel column chromatography to obtain 2.41 g (yield 65%) of the title compound.

Property; oily mass spectrometry Molecular formula: C ₂₄ H ₄₆ N ₂ O Theoretical value 378.3610 Actual value 378.3612 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.12-1.48 (24H, m), 1.53- 1.79 (4H, m), 1.19 (6H, m), 2.18-2.35 (2H, m), 2.52- 2.95 (3H, m), 3.62-3.78 (1H, m), 5.28-5.40 (2H, m), 6.08-6.20 (1H, m) 18 (1R, 2R) -2- (oleoylamino) cyclohexanol (1R, 2R) -2-Aminocyclohexanol 1.15 g was dissolved in 10 ml of ethyl acetate and 10 ml of water, and a solution of 3.0 g of oleic acid chloride in 20 ml of ethyl acetate was added dropwise under stirring with ice cooling, and 3 hours after the completion of the addition. It was stirred. After completion of the reaction, the aqueous layer was removed, the organic layer was washed with brine and dried over anhydrous sodium sulfate. The solvent was evaporated, the obtained residue was purified by silica gel column chromatography, and the title compound 3.
74 g (99% yield) were obtained.

Property; oily mass spectrometric molecular formula; C ₂₄ H ₄₅ NO ₂ theoretical value 379.3450 measured value 379.3453 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.10-1.42 (24H, m), 1.57-1.78 (4H, m), 1.89-2.10 (6H, m), 2.22 (2H, t, J = 7Hz), 3.32 (1H, ddd, J = 11Hz, 11Hz, 5Hz), 3.58-3.70 (1H, m), 5.28-5.50 (3H, m) 19 (1S, 2S) -2- (oleoylamino) cyclohexanol (1S, 2S) -2-aminocyclohexanol 1.15 g was dissolved in 10 ml of ethyl acetate and 10 ml of water, and while stirring under ice cooling, a solution of 3.0 g of oleic acid chloride in 20 ml of ethyl acetate was added dropwise, and 3 hours after the completion of the addition. It was stirred. After completion of the reaction, the aqueous layer was removed, the organic layer was washed with brine and dried over anhydrous sodium sulfate. The solvent was distilled off, and the obtained residue was purified by silica gel column chromatography to give the title compound.
3.76 g (99% yield) was obtained.

Property; oily mass spectrometric molecular formula; C ₂₄ H ₄₅ NO ₂ theoretical value 379.3450 measured value 379.3453 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.10-1.42 (24H, m), 1.57-1.78 (4H, m), 1.89-2.10 (6H, m), 2.22 (2H, t, J = 7Hz), 3.32 (1H, ddd, J = 11Hz, 11Hz, 5Hz), 3.58-3.70 (1H, m), 5.28-5.50 (3H, m) 20 (1R, 2R) -2- (stearoylamino) cyclohexanol (1R, 2R) -2-Aminocyclohexanol (1.15 g) was dissolved in ethyl acetate (10 ml) and water (10 ml), and a solution of stearic acid chloride (3.02 g) dissolved in ethyl acetate (20 ml) was added dropwise under ice-cooling stirring. It was stirred. After the reaction was completed, the aqueous layer was removed, the organic layer was washed with saturated saline and dried over anhydrous sodium sulfate. The solvent was distilled off, and the obtained residue was subjected to silica gel column chromatography for purification to obtain 3.0 g of the title compound (yield 100%).

Property: Oily mass spectrometry Molecular formula: C ₂₄ H ₄₇ NO ₂ Theoretical value 381.3606 Actual value 381.3611 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.11-1.41 (32H, m), 1.57-1.78 (4H, m), 1.89-2.11 (2H, m), 2.22 (2H, t, J = 7Hz), 3.31 (1H, ddd, J = 11Hz, 11Hz, 5Hz), 3.58-3.70 (1H, m), 5.42-5.51 (1H, m) 21 (1S, 2S) -2- (Linoleoylamino) cyclohexanol (1S, 2S) -2-Aminocyclohexanol 1.15 g was dissolved in 10 ml of ethyl acetate and 10 ml of water, and a solution of 2.98 g of linoleic acid chloride in 20 ml of ethyl acetate was added dropwise under stirring with ice cooling, and 3 hours after completion of the addition. It was stirred. After the reaction was completed, the aqueous layer was removed, the organic layer was washed with saturated saline and dried over anhydrous sodium sulfate. The solvent was distilled off, and the obtained residue was subjected to silica gel column chromatography for purification to obtain 3.76 g (yield 100%) of the title compound.

Property; oily mass spectrometric molecular formula; C ₂₄ H ₄₃ NO ₂ theoretical value 377.3293 measured value 377.3299 NMR (δ, CDCl ₃ ); 0.89 (3H, t, J = 7Hz), 1.12-1.41 (18H, m), 1.58-1.77 (4H, m), 1.89-2.18 (6H, m), 2.22 (2H, t, J = 8Hz), 2.77 (2H, t, J = 6Hz), 3.31 (2H, ddd, J = 11Hz, 11Hz, 5Hz ), 3.59-3.70 (1H, m), 5.29-5.47 (5H, m) Example-1 N- [2- (oleoylamino) phenyl] -3- [N
-(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide 2-aminooleoylanilide-372 mg and 3- [N-
259 mg of (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid was dissolved in 30 ml of methylene chloride, and 1-ethyl-3- (3 hydrochloric acid hydrochloride was added under ice cooling.
211 mg of dimethylaminopropyl) carbodiimide was added, and the mixture was stirred as it was overnight. The reaction solution was washed with water and dried over anhydrous sodium sulfate, and then the solvent was distilled off. Then, the residue was subjected to silica gel column chromatography to obtain 500 mg (yield 82%) of the title compound.

Properties; oily degree of optics [α] _D ; + 29.0 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1664 mass spectrometry molecular formula; C ₃₆ H ₅₉ N ₃ O ₅ theoretical value 613.4454 Found 613.4425 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.22-1.40 (20H, m), 1.42 (3H, s), 1.45 (3H, s), 1.62-1.77 (2H, m), 1.94-2.09 (4H, m), 2.36 (2H, t, J = 7Hz), 2.60 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.55-3.66 (2H, m), 3.69 (1H, d, J = 12Hz), 4.10 (1H, S), 5.29-5.42 (2H, m), 7.14-7.48 (2H, m), 7.39-7.48 (2H, m), 8.18 (1H, s), 8.60 (1H, brs) Example-2 N- [2- (oleoylamino) phenyl] -3- [N
-(2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanamide 744 mg of o-oleoylaminoaniline and 3- [N-
600 mg of (2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propionic acid and 30 ml of methylene chloride
And 1-ethyl-3- (3-hydrochloric acid hydrochloride under stirring with ice cooling.
Dimethylaminopropyl) carbodiimide (442 mg) was added, and the mixture was stirred as it was overnight. The reaction solution was washed with water and dried over anhydrous sodium sulfate, and then the solvent was distilled off. Then, the residue was subjected to silica gel column chromatography to obtain 810 mg of the title compound (yield 62%).

Properties; oily degree of optics [α] _D ; + 6.30 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1750,1660 mass spectrometry molecular formula; C ₃₇ H ₅₉ N ₃ O ₇ Theoretical 656.4352 Found 657.4369 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.02 (3H, s), 1.06 (3H, s), 1.23-1.45 (20H, m), 1.67- 1.79 (2H, m), 1.95-2.09 (4H, m), 2.03 (2H, S), 2.04 (3H, s), 2.42 (2H, t, J = 7Hz), 2.58 (2H, t, J = 6Hz ), 3.49-3.72 (2H, m), 3.83 (2H, d, J = 11Hz), 4.02 (1H, d, J = 11Hz), 4.89 (1H, s), 5.30-5.44 (2H, m), 6.72 -6.81 (1H, m), 7.19-7.32 (2H, m), 7.37 (1H, d, J = 8Hz), 7.59 (1H, d, J = 8Hz), 7.88 (1H, brs), 8.19 (1H, brs) Example-3 N- [2- (oleoylamino) phenyl] -3- [N
-(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propanamide N- [2- (oleoylamino) phenyl] -3-
[N- (2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanamide (470 mg) was added to methanol (4 mg).
Dissolve in 1 ml and stir at room temperature with 1N caustic soda solution 1.5m
l was added and the mixture was further stirred for 30 minutes. After completion of the reaction, 10 ml of water was added and the mixture was extracted with 20 ml of methylene chloride. The methylene chloride layer was washed with water and then saturated brine, dried over anhydrous sodium sulfate, the solvent was evaporated, and the residue was subjected to silica gel column chromatography to give the title compound (377 mg, yield 94%).
I got

Properties; oily degree of optics [α] _D ; + 21.9 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1660 mass spectrometry molecular formula; C ₃₃ H ₅₅ N ₃ O ₅ theoretical value 573.4141 Found 573.4146 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.90 (3H, s), 0.97 (3H, s), 1.20-1.42 (20H, m), 1.62-1.76 ( 2H, m), 1.94-2.01 (4H, m), 2.38 (2H, t, J = 7Hz), 2.52 (2H, t, J = 6Hz), 3.44 (2H, s), 3.49-3.72 (2H, m) ), 3.94 (1H, s), 5.28-5.42 (2H, m), 7.13-7.21 (2H, m), 7.29-7.49 (3H, m), 8.31 (1H, s), 8.69 (1H, s) Example-4 N- [2- (linoleoylamino) phenyl] -3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propanamide N- (2-aminophenyl) -3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propanamide (349 mg), linoleic acid (280 mg) and dicyclohexylcarbodiimide (227 mg) were dissolved in toluene (15 ml) and heated under reflux for 2 hours. After cooling the reaction solution, the resulting crystals were filtered, the filtrate was concentrated, and the residue was subjected to silica gel column chromatography to give 266 mg of the title compound (yield 44
%) Was obtained.

Properties; oily degree of optics [α] _D ; + 27.3 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1662 mass spectrometry molecular formula; C ₃₆ H ₅₇ N ₃ O ₅ theoretical value 611.4298 Found 611.4264 NMR (δ, CDCl ₃ ); 0.89 (3H, t, J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.23-1.44 (14H, m), 1.42 (3H, s) s), 1.45 (3H, s), 1.65-1.77 (2H, m), 1.91-2.10 (4H, m), 2.37 (2H, t, J = 7Hz), 2.62 (2H, t, J = 6Hz), 2.77 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.56-3.67 (2H, m), 3.69 (1H, d, J = 12Hz), 4.10 (1H, s), 5.29 -5.44 (4H, m), 7.09 (1H, t, J = 6Hz), 7.15-7.22 (2H, m), 7.42-7.49 (2H, m), 8.11 (1H, s), 8.55 (1H, s) Example-5 N- [2- (linolenoylamino) phenyl] -3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propanamide N- (2-aminophenyl) -3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propanamide (349 mg), linolenic acid (278 mg) and dicyclohexylcarbodiimide (227 mg) were dissolved in toluene (15 ml) and heated under reflux for 2 hours. After cooling the reaction solution, the crystals formed were removed by filtration, the filtrate was concentrated and subjected to silica gel column chromatography to give 271 mg of the title compound (yield 45%).
I got

Properties; oily degree of optics [α] _D ; + 26.2 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1660 mass spectrometry molecular formula; C ₃₆ H ₅₅ N ₃ O ₅ theoretical value 609.4141 found 609.4144 NMR (δ, CDCl ₃ ); 0.97 (3H, t, J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.23-1.43 (8H, m), 1.42 (3H, s) s), 1.46 (3H, s), 1.65-1.77 (2H, m), 2.03-2.12 (4H, m), 2.38 (2H, t, J = 7Hz), 2.63 (2H, t, J = 6Hz), 2.75-2.83 (4H, m), 3.28 (1H, d, J = 12Hz), 3.58-3.70 (2H, m), 3.69 (1H, d, J = 12Hz), 4.11 (1H, s), 5.29-5.43 (6H, m), 7.09 (1H, t, J = 6Hz), 7.17-7.22 (2H, m), 7.42-7.51 (2H, m), 8.06 (1H, brs), 8.51 (1H, brs) Example -6 N- [2- (Stearoylamino) phenyl] -3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propanamide N- (2-aminophenyl) -3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propanamide (349 mg) was dissolved in methylene chloride (20 ml), pyridine (1 ml) was added dropwise under ice-cooling stirring, and then a solution of stearic acid chloride (303 mg) dissolved in methylene chloride (3 ml) was added dropwise, followed by stirring for 1 hour. After completion of the reaction, the reaction solution was washed with water, dried over anhydrous sodium sulfate, the solvent was distilled off, and the residue was subjected to silica gel column chromatography to obtain 507 mg (yield 82%) of the title compound.

Properties; oily degree of optics [α] _D ; + 27.3 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1664 mass spectrometry molecular formula; C ₃₆ H ₆₁ N ₃ O ₅ theoretical value 615.4611 Found 615.4582 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.20-1.43 (28H, m), 1.43 (3H, s) s), 1.46 (3H, s), 1.68-1.78 (2H, m), 2.40 (2H, t, J = 7Hz), 2.65 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz) ), 3.58-3.72 (2H, m), 3.69 (1H, d, J = 12Hz), 4.11 (1H, s), 7.08 (1H, t, J = 6Hz), 7.17-7.23 (2H, m), 7.42 -7.53 (2H, m), 8.00 (1H, s), 8.49 (1H, s) Example-7 N- [2- (lauroylamino) phenyl] -3- [N
-(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide N- (2-aminophenyl) -3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propanamide (349 mg) was dissolved in methylene chloride (20 ml), pyridine (1 ml) was added dropwise under ice-cooling stirring, and then a solution of lauric acid chloride (219 mg) in methylene chloride (3 ml) was added dropwise, followed by stirring for 1 hour. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was subjected to silica gel column chromatography to obtain 454 mg (yield 86%) of the title compound.

Properties; oily degree of optics [α] _D ; + 31.7 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1664 mass spectrometry molecular formula; C ₃₀ H ₄₉ N ₃ O ₅ theoretical value 531.3672 Found 531.3692 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.21-1.43 (16H, m), 1.42 (3H, s) s), 1.45 (3H, s), 1.65-1.77 (2H, m), 2.38 (2H, t, J = 7Hz), 2.61 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz) ), 3.55-3.68 (2H, m), 3.69 (1H, d, J = 12Hz), 4.10 (1H, s), 7.09 (1H, t, J = 12Hz), 7.14-7.22 (2H, m), 7.40 -7.49 (2H, m), 8.13 (1H, s), 8.57 (1H, s) Example-8 N- [2- (octanoylamino) phenyl] -3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propanamide N- (2-aminophenyl) -3- [N- (2,2,5,5
-Tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propanamide (349 mg) was dissolved in methylene chloride (20 ml), pyridine (1 ml) was added dropwise under ice-cooling stirring, and then a solution of octanoic acid chloride (163 mg) in methylene chloride (3 ml) was added dropwise, followed by stirring for 1 hour. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was subjected to silica gel column chromatography to obtain 413 mg (yield 87%) of the title compound.

Properties; oily degree of optics [α] _D ; + 35.1 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1664 mass spectrometry molecular formula; C ₂₆ H ₄₁ N ₃ O ₅ theoretical value 475.3046 Found 475.3039 NMR (δ, CDCl ₃ ); 0.89 (3H, t, J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.23-1.38 (8H, m), 1.42 (3H, s). s), 1.45 (3H, s), 1.62-1.77 (2H, m), 2.37 (2H, t, J = 7Hz), 2.60 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz) ), 3.57-3.71 (2H, m), 3.69 (1H, d, J = 12Hz), 4.10 (1H, s), 7.09 (1H, t, J = 6Hz), 7.14-7.21 (2H, m), 7.40 -7.49 (2H, m), 8.16 (1H, s), 8.59 (1H, s) Example-9 N- [3- (linoleoylamino) phenyl] -3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propanamide 3-Linoleoylaminoaniline 555 mg and 3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid (389 mg) was dissolved in methylene chloride (30 ml) and ice-cooled, 1-ethyl-3- (3-
316 mg of dimethylaminopropyl) carbodiimide was added, and the mixture was stirred as it was overnight. The reaction solution was washed with water and dried over anhydrous sodium sulfate, and then the solvent was distilled off. Then, the residue was subjected to silica gel column chromatography to obtain 786 mg of the title compound (yield 86%).

Properties; oily degree of optics [α] _D ; + 30.8 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1664 mass spectrometry molecular formula; C ₃₆ H ₅₇ N ₃ O ₅ theoretical value 611.4298 Found 611.4389 NMR (δ, CDCl ₃ ); 0.89 (3H, t, J = 7Hz), 0.96 (3H, s), 1.03 (3H, s), 1.23-1.42 (14H, m), 1.41 (3H, s), 1.45 (3H, s), 1.62-1.78 (2H, m), 1.99-2.08 (4H, m), 2.33 (2H, t, J = 7Hz), 2.64 (2H, t, J = 6Hz), 2.77 (2H, t, J = 6Hz), 3.26 (1H, d, J = 12Hz), 3.52-3.73 (2H, m), 3.68 (1H, d, J = 12Hz), 4.11 (1H, s), 5.29 -5.43 (2H, m), 7.09 (1H, t, J = 6Hz), 7.22-7.29 (2H, m), 7.34-7.42 (2H, m), 7.79 (1H, s), 8.36 (1H, brs) Example-10 N- [3- (oleoylamino) phenyl] -3- [N
-(2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanamide 744 mg of m-oleoylaminoaniline and 3- [N-
(2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propionic acid (606 mg) and methylene chloride (30 m)
1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (422 mg),
The mixture was stirred as it was overnight. The reaction solution was washed with water and dried over anhydrous sodium sulfate, and then the solvent was distilled off. Then, the residue was subjected to silica gel column chromatography to obtain 860 mg (yield 65%) of the title compound.

Properties; oily degree of optics [α] _D ; + 12.8 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1750,1668 mass spectrometry molecular formula; C ₃₇ H ₅₉ N ₃ O ₇ Theoretical value 657.4352 Actual value 657.4342 NMR (δ, CDCl ₃ ); 0.89 (3H, t, J = 7Hz), 1.03 (3H, s), 1.05 (3H, s), 1.21-1.42 (20H, m), 1.61- 1.77 (2H, m), 1.97-2.13 (4H, m), 2.05 (3H, s), 2.10 (3H, s), 2.33 (2H, t, J = 7Hz), 2.56 (2H, t, J = 6Hz ), 3.55-3.68 (2H, m), 3.87 (1H, d, J = 11Hz), 4.02 (1H, d, J = 10Hz), 4.91 (1H, s), 5.29-5.42 (2H, m), 6.84 (1H, d, J = 6Hz), 7.25 (1H, d, J = 8Hz), 7.33 (1H, d, J = 8Hz), 7.41 (1H, d, J = 8Hz), 7.54 (1H, brs), 7.63 (1H, br
s), 8.01 (1H, brs) Example-11 N- [3- (oleoylamino) phenyl] -3- [N
-(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propanamide N- [3- (oleoylamino) phenyl] -3-
[N- (2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanamide (470 mg) was added to methanol (4 mg).
Dissolve in 1 ml and stir at room temperature with 1N caustic soda solution 1.5m
l was added and stirred for another 30 minutes. After the reaction, 10 ml of water
Was added and extracted with 20 ml of methylene chloride. The methylene chloride layer was washed with water and then saturated brine, dried over anhydrous sodium sulfate, the solvent was distilled off, and the residue was subjected to silica gel column chromatography to obtain 378 mg of the title compound (yield 94
%) Was obtained.

Properties; oily degree of optics [α] _D ; + 23.1 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1660 mass spectrometry molecular formula; C ₃₃ H ₅₅ N ₃ O ₅ theoretical value 573.4141 Found 573.4146 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.91 (3H, s), 0.98 (3H, s), 1.21-1.42 (20H, m), 1.62-1.73 ( 2H, m), 1.93-2.10 (4H, m), 2.32 (2H, t, J = 7Hz), 2.52 (2H, brs), 3.50-3.70 (2H, m), 4.01 (1H, s), 5.29- 5.43 (2H, m), 7.17-7.31 (3H, m), 7.53-7.62 (1H, m), 7.71 (1H, brs), 7.92-8.00 (1H, m), 8.46-8.55 (1H, m) Example-12 N- [4- (oleoylamino) phenyl] -3- [N
-(2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanamide 744 mg of p-oleoylaminoaniline and 3- [N-
(2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propionic acid (606 mg) and methylene chloride (30 m)
1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (422 mg),
The mixture was stirred as it was overnight. The reaction solution was washed with water and dried over anhydrous sodium sulfate, and then the solvent was distilled off. Then, the residue was subjected to silica gel column chromatography to obtain 900 mg (yield 69%) of the title compound.

Properties; oily degree of optics [α] _D ; + 17.3 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1754,1660 mass spectrometry molecular formula; C ₃₇ H ₅₉ N ₃ O ₇ Theoretical 657.4352 Found 657.4357 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.02 (3H, s), 1.05 (3H, s), 1.19-1.43 (20H, m), 1.66 1.77 (2H, m), 1.92-2.09 (4H, m), 2.05 (3H, s), 2.08 (3H, s), 2.34 (2H, t, J = 7Hz), 2.56 (2H, t, J = 6Hz ), 3.50-3.71 (2H, m), 3.84 (1H, d, J = 11Hz), 4.02 (1H, d, J = 11Hz), 4.89 (1H, S), 5.29-5.42 (2H, m), 6.76 (1H, t, J = 6Hz), 7.13 (1H, brs), 7.44-7.52 (4H, m), 7.64 (1H, brs) Example-13 N- [4- (oleoylamino) phenyl] -3 -[N
-(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propanamide N- [4- (oleoylamino) phenyl] -3-
657 mg of [N- (2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanamide was added to methanol 4
Dissolve in 1 ml and stir at room temperature with 1N caustic soda solution 1.5m
l was added and stirred for another 30 minutes. After the reaction, 10 ml of water
Was added and extracted with 20 ml of methylene chloride. The metallene chloride layer was washed with water and then with a saturated saline solution, dried over anhydrous sodium sulfate, the solvent was distilled off, and the residue was subjected to silica gel column chromatography to obtain 495 mg of the title compound (yield 86%).
I got

Properties; Melting point 146.2 to 148.1 ° C Degree of optics [α] _D ; + 10.2 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1664 Mass spectrometry Molecular formula; C ₃₇ H ₅₉ N ₃ O ₇ theoretical value 573.4141 actual value 573.4144 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.89 (3H, s), 0.95 (3H, s), 1.15-1.43 (20H, m), 1.62-1.77 (2H, m), 1.92-2.08 (4H, m), 2.34 (2H, t, J = 7Hz), 2.56 (2H, brs), 3.45 (2H, s), 3.58 (2H, brs), 3.96 (1H, s), 5.27-5.42 (2H, m), 7.25-7.39 (4H, m), 7.48 (1H, brs), 7.71 (1H, brs), 8.54 (1H, brs) Example-14N -[4- (Lauroylamino) phenyl] -3- [N
-(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide 250 mg of 4-lauroylaminoaniline and 3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid (223 mg) was dissolved in methylene chloride (30 ml), and ice-cooled with 1 ethyl-3- (3-
181 mg of dimethylaminopropyl) carbodiimide was added, and the mixture was stirred as it was overnight. The reaction solution was washed with water and dried over anhydrous sodium sulfate, and then the solvent was distilled off. Then, the residue was subjected to silica gel column chromatography to obtain 381 mg (yield 72%) of the title compound.

Properties; Melting point 144.3 to 144.9 ° C Degree of optics [α] _D ; + 34.6 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1664 Mass spectrometry Molecular formula; C ₃₀ H ₄₉ N ₃ O ₅ theoretical value 531.3672 actual value 531.3675 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.95 (3H, s), 1.04 (3H, s), 1.22-1.40 (16H, m), 1.41 (3H, s), 1.45 (3H, s), 1.68-1.80 (2H, m), 2.34 (2H, t, J = 7Hz), 2.65 (2H, t, J = 6Hz), 3.27 (1H, d) , J = 12Hz), 3.50-3.75 (2H, m), 3.68 (1H, d, J = 12Hz), 4.10 (1H, s), 7.08 (1H, d, J = 6Hz), 7.16 (1H, S) , 7.46 (2H, d, J = 8Hz), 7.49 (2H, d, J = 8Hz), 8.09 (1H, s) Example-15 2- (oleoylamino) phenyl 3- [N- (2,2) ,
5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate 303 mg of 2-oleoylaminophenol and 3- [N-
259 mg of (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid, 227 mg of dicyclohexylcarbodiimide and 122 mg of 4-dimethylaminopyridine were dissolved in 15 ml of toluene and heated under reflux for 2 hours. After cooling the reaction solution, the crystals formed were removed by filtration, the filtrate was concentrated, and the residue was subjected to silica gel column chromatography to obtain 445 mg (yield 72%) of the title compound.

Properties; oily degree of optics [α] _D ; + 26.9 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1772,1658 mass spectrometry molecular formula; C ₃₆ H ₅₈ N ₂ O ₆ Theoretical value 614.4294 Measured value 614.4271 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.99 (3H, s), 1.00 (3H, s), 1.22-1.43 (20H, m), 1.43 ( 3H, s), 1.47 (3H, s), 1.65-1.78 (2H, m), 1.93-2.08 (4H, m), 2.44 (2H, t, J = 7Hz), 2.80 (2H, t, J = 6Hz) ), 3.28 (1H, d, J = 12Hz), 3.69-3.82 (2H, m), 3.68 (1H, d, J = 12Hz), 4.09 (1H, s), 5.29-5.39 (2H, m), 7.00 (1H, t, J = 6Hz), 7.06-7.12 (2H, m), 7.19-7.27 (1H, m), 8.22 (1H, d, J = 8Hz), 8.39 (1H, s) Example-16 4 -(Oleoylamino) phenyl 3- [N- (2,2,
5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate 565 mg of p-hydroxyoleoylanilide and 3- [N
393 mg of-(2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid, 345 mg of dicyclohexylcarbodiimide and 204 mg of 4-dimethylaminopyridine were dissolved in 15 ml of toluene and heated under reflux for 2 hours. . After cooling the reaction solution, the resulting crystals were removed by filtration, the filtrate was concentrated and subjected to silica gel column chromatography,
930 mg (yield 99%) of the title compound was obtained.

Properties: Oily Degree of optics [α] _D ; + 18.8 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1760,1662 Mass spectrometry Molecular formula: C ₃₆ H ₅₈ N ₂ O ₆ Theoretical value 614.4294 Measured value 614.4312 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.00 (3H, s), 1.06 (3H, s), 1.23-1.43 (20H, m), 1.43 ( 3H, s), 1.45 (3H, s), 1.65-1.78 (2H, m), 1.93-2.09 (4H, m), 2.35 (2H, t, J = 7Hz), 2.82 (2H, t, J = 6Hz) ), 3.29 (1H, d, J = 12Hz), 3.52-3.77 (2H, m), 3.70 (1H, d, J = 12Hz), 4.11 (1H, s), 5.29-5.41 (2H, m), 6.98 -7.07 (1H, m), 7.03 (2H, d, J = 8Hz), 7.54 (2H, d, J = 8Hz), 7.18 (1H, s) Example-17 4- (oleoylamino) phenyl 3- [N- (2,4
-Diacetoxy-3,3-dimethyl-1-oxobutyl)
Amino] propionate 372 mg of p-oleoylaminophenol and 3- [N-
(2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propionic acid (259 mg) and methylene chloride (30 m)
Dissolve in l, and under ice cooling, add 211 mg of 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride,
The mixture was stirred as it was overnight. The reaction solution was washed with water and dried over anhydrous sodium sulfate, and then the solvent was distilled off. Then, the residue was subjected to silica gel column chromatography to obtain 255 mg (yield 39%) of the title compound.

Properties; oily degree of optics [α] _D ; + 19.4 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1750,1666 mass spectrometry molecular formula; C ₃₇ H ₅₈ N ₂ O ₈ Theoretical value 658.4193 Measured value 658.4191 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.03 (3H, s), 1.08 (3H, s), 1.22-1.42 (20H, m), 1.66- 1.78 (2H, m), 1.96-2.07 (4H, m), 2.01 (3H, s), 2.04 (3H, s), 2.35 (2H, t, J = 7Hz), 2.77-2.82 (2H, m), 3.84 (1H, d, J = 12Hz), 4.05 (1H, d, J = 12Hz), 4.97 (1H, s), 5.27-5.42 (2H, m), 6.61 (1H, t, J = 6Hz), 7.04 (2H, d, J = 8Hz), 7.15 (1H, brs), 7.54 (2H, d, J = 8Hz) Example-18 4- (oleoylamino) phenyl 3- [N- (2,4)
-Dibenzyloxy-3,3-dimethyl-1-oxobutyl) amino] propionate 3- [N- (2,4-dibenzyloxy-3,3-dimethyl-1-oxobutyl) amino] propionic acid 200 mg and 4
186 mg of-(oleoylamino) phenol, 124 mg of dicyclohexylcarbodiimide and 67 mg of 4-dimethylaminopyridine were dissolved in 15 ml of toluene and heated under reflux for 2 hours. After cooling the reaction solution, the generated crystals were filtered, the filtrate was concentrated, and the residue was subjected to silica gel column chromatography to obtain 312 mg (yield 97%) of the title compound.

Properties; oily degree of optics [α] _D ; + 19.3 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1760,1652 mass spectrometry molecular formula; C ₄₇ H ₆₆ N ₂ O ₆ Theoretical value 754.4920 Found 754.4890 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.94 (3H, s), 1.05 (3H, s), 1.20-1.41 (20H, m), 1.64- 1.75 (2H, m), 1.95-2.09 (4H, m), 2.34 (3H, s), 2.75 (3H, t, J = 7Hz), 3.23 (1H, t, J = 9Hz), 3.61 (2H, dd) , J = 6Hz), 3.41 (1H, d, J = 9Hz), 3.90 (1H, s), 4.34-4.55 (4H, m), 5.29-5.42 (2H, m), 6.95 (2H, d, J = 8Hz), 7.03 (1H, d, J = 8Hz), 7.23-7.39 (10H, m), 7.50 (2H, d, J = 8Hz) Example-19 4- (oleoylamino) phenyl 3- [N- (2,4
-Dihydroxy-3,3-dimethyl-1-oxobutyl)
Amino] propionate 4- (oleoylamino) phenyl 3- [N- (2,
500 mg of 2,5,5-tetramethyl-1,3-dioxane-4-carbonylamino) propionate was dissolved in a mixed solvent of 20 ml of acetic acid and 10 ml of water, and the mixture was stirred overnight at room temperature. After completion of the reaction, 20 ml of water was added and the mixture was extracted with methylene chloride. The methylene chloride layer was washed with water and dried over anhydrous sodium sulfate, the solvent was distilled off, and the residue was subjected to silica gel column chromatography to obtain 395 mg of the title compound (yield 85%).

Properties; oily degree of optics [α] _D ; + 14.3 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1758,1662 mass spectrometry molecular formula; C ₃₃ H ₅₄ N ₂ O ₆ Theoretical 574.3981 Found 574.3952 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.93 (3H, s), 1.03 (3H, s), 1.21-1.43 (20H, m), 1.65- 1.71 (2H, m), 1.71-2.18 (6H, m), 2.35 (2H, t, J = 7Hz), 2.82 (2H, t, J = 6Hz), 3.50 (1H, d, J = 10Hz), 3.60 -3.74 (2H, m), 3.54 (1H, d, J = 10Hz), 4.04 (1H, s), 5.28-5.43 (2H, m), 7.15-7.26 (2H, m), 7.04 (2H, d, J = 8Hz), 7.52 (2H, d, J = 8Hz) Example-20 4- (linolenoylamino) phenyl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate 369 mg of 4-linolenoylaminophenol and 3- [N
-(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid (259 mg), dicyclohexylcarbodiimide (227 mg) and 4-dimethylaminopyridine (122 mg) were dissolved in toluene (15 ml) and heated under reflux for 2 hours. . After cooling the reaction solution, the resulting crystals were removed by filtration, the filtrate was concentrated and subjected to silica gel column chromatography,
431 mg (71% yield) of the title compound were obtained.

Properties; oily degree of optics [α] _D ; + 20.6 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1760,1662 mass spectrometry molecular formula; C ₃₆ H ₅₂ N ₂ O ₆ Theoretical value 608.3825 Measured value 608.3836 NMR (δ, CDCl ₃ ); 0.98 (3H, t, J = 7Hz), 1.00 (3H, s), 1.06 (3H, s), 1.24-1.42 (8H, m), 1.43 ( 3H, s), 1.45 (3H, s), 1.64-1.78 (2H, m), 2.01-2.12 (4H, m), 2.35 (2H, t, J = 7Hz), 2.72-2.86 (6H, m), 3.29 (1H, d, J = 12Hz), 3.52-3.77 (2H, m), 3.70 (1H, d, J = 12Hz), 4.11 (1H, s), 5.28-5.44 (6H, m), 7.00 (1H) , t, J = 6Hz), 7.03 (2H, d, J = 8Hz), 7.15 (1H, s), 7.54 (2H, d, J = 8Hz) Example-21 N- [4- (oleoylthio) phenyl] -3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide S-4-aminophenyl thiooleate 778 mg and 3
-[N-2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionic acid (518 mg) was dissolved in methylene chloride (30 ml) and ice-cooled with 1-ethyl-3 hydrochloride.
-(Dimethylaminopropyl) carbodiimide (422 mg) was added, and the mixture was stirred as it was overnight. The reaction solution was washed with water and dried over anhydrous sodium sulfate, and then the solvent was distilled off. Then, the residue was subjected to silica gel column chromatography to obtain 1.05 g (yield 83%) of the title compound.

Properties; oily degree of optics [α] _D ; + 29.8 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1696,1666 mass spectrometry molecular formula; C ₃₆ H ₅₈ N ₂ O ₅ S theoretical value 630.4066 measured value 630.4069 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.90 (3H, s), 1.04 (3H, s), 1.22-1.39 (20H, m), 1.42 (3H, s), 1.46 (3H, s), 1.60-1.74 (2H, m), 1.92-2.09 (4H, m), 2.63 (2H, t, J = 7Hz), 2.68 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.54-3.75 (2H, m), 3.68 (1H, d, J = 12Hz), 4.10 (1H, s), 5.30-5.42 (2H, m), 7.08 (1H, t, J = 6Hz), 7.35 (2H, d, J = 8Hz), 7.63 (2H, d, J = 8Hz), 8.29 (1H, s) Example-22 N- [4- (oleoylthio ) Phenyl] -3- [N-
(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propanamide N- [4- (oleoylthio) phenyl] -3- [N
500 mg of-(2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide was dissolved in a mixed solvent of 20 ml of acetic acid and 10 ml of water and stirred at room temperature overnight. After completion of the reaction, 20 ml of water was added and the mixture was extracted with methylene chloride. The methylene chloride layer was washed with water and dried over anhydrous sodium sulfate, the solvent was evaporated, and the residue was subjected to silica gel column chromatography to obtain 406 mg (yield 87%) of the title compound.

Properties; oily degree of optics [α] _D ; + 16.0 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1670 mass spectrometry molecular formula; C ₃₃ H ₅₄ N ₂ O ₅ S theory Value 590.3753 Found 590.3731 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.91 (3H, s), 0.98 (3H, s), 1.20-1.42 (20H, m), 1.65-1.77 (2H, m), 1.93-2.09 (4H, m), 2.57 (2H, t, J = 6Hz), 2.66 (2H, t, J = 6Hz), 3.25 (2H, brs), 3.48 (2H, brs) , 3.50-3.69 (2H, m), 4.01 (1H, s), 5.30-5.42 (2H, m), 7.28 (2H, d, J = 9Hz), 7.50 (2H, d, J = 9Hz), 7.54 ( 2H, d, J = 6Hz), 8.62 (1H, s) Example-23 S- [4- (oleoylamino) phenyl] 3- [N
-(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanethioate S-4-aminophenyl 3- [N-2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propanethioate (281 mg) was dissolved in methylene chloride (20 ml) and stirred under ice-cooling. A solution of pyridine (1 ml) and oleic acid chloride (229 mg) in methylene chloride (3 ml) was added dropwise, and the mixture was further stirred for 1 hour. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was subjected to silica gel column chromatography to obtain 185 mg (capacity: 38%) of the title compound.

Properties; oily degree of optics [α] _D ; + 7.90 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1704,1652 mass spectrometry molecular formula; C ₃₆ H ₅₈ N ₂ O ₅ S theoretical value 630.4066 actual value 630.4044 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.00 (3H, s), 1.05 (3H, s), 1.15-1.42 (20H, m), 1.42 (3H, s), 1.45 (3H, s), 1.65-1.79 (2H, m), 1.92-2.08 (4H, m), 2.37 (2H, t, J = 7Hz), 2.82-3.01 (2H, m) , 3.29 (1H, d, J = 12Hz), 3.47-3.69 (2H, m), 3.69 (1H, d, J = 12Hz), 4.09 (1H, s), 5.29-5.42 (2H, m), 6.85 6.92 (1H, m), 7.16 (1H, s), 7.34 (2H, d, J = 8Hz), 7.60 (2H, d, J = 8Hz) Example-24 S- [4- (oleoylamino) phenyl ] 3- [N-
(2,4-dihydro-3,3-dimethyl-1-oxobutyl)
Amino] propanethioate S- [4- (oleoylamino) phenyl] 3- [N
-(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanethioate (483 mg) in acetic acid (20 m)
It was dissolved in a mixed solvent of 1 and 10 ml of water and stirred at room temperature overnight. After completion of the reaction, 20 ml of water was added and the mixture was extracted with methylene chloride. The methylene chloride layer was washed with water and dried over anhydrous sodium sulfate, the solvent was evaporated, and the residue was subjected to silica gel column chromatography to obtain 404 mg of the title compound (yield 89%).

Properties; oily degree of optics [α] _D ; + 8.80 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1698,1670 mass spectrometry molecular formula; C ₃₃ H ₅₄ N ₂ O ₅ S theoretical value 590.3753 measured value 590.3762 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.91 (3H, s), 1.02 (3H, s), 1.19-1.43 (20H, m), 1.67 -1.79 (2H, m), 1.87-2.17 (6H, m), 2.36 (2H, t, J = 7Hz), 2.92 (2H, t, J = 6Hz), 3.48 (1H, d, J = 12Hz), 3.53 (1H, d, J = 12Hz), 3.56-3.65 (2H, m), 4.01 (1H, s), 5.28-5.42 (2H, m), 7.12 (1H, t, J = 6Hz), 7.26 (1H , brs), 7.34 (2H, d, J = 8Hz), 7.59 (2H, d, J = 8Hz) Example-25 S- [4- (oleoylamino) phenyl] 3- [N-
(2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanethioate 276 mg of S- [4-aminophenyl] 3- [N- (2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanethioate was dissolved in 20 ml of methylene chloride, and 1 ml of pyridine was stirred under ice cooling. Then, a solution of 196 mg of oleic acid chloride in 3 ml of methylene chloride was added dropwise, and the mixture was further stirred for 1 hour. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was subjected to silica gel column chromatography to obtain 304 mg (yield 69%) of the title compound.

Properties; oily degree of optics [α] _D ; + 21.3 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1750,1670 mass spectrometry molecular formula; C ₃₇ H ₅₈ N ₂ O ₇ S theoretical value 674.3964 actual value 674.3976 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.00 (3H, s), 1.06 (3H, s), 1.21-1.33 (20H, m), 1.62 -1.77 (2H, m), 1.94-2.08 (4H, m), 2.06 (3H, s), 2.10 (3H, s), 2.37 (2H, t, J = 7Hz), 2.89 (2H, t, J = 6Hz), 3.44-3.68 (2H, m), 3.82 (1H, d, J = 11Hz), 4.03 (1H, d, J = 11Hz), 4.97 (1H, s), 5.29-5.41 (2H, m), 6.47 (1H, t, J = 6Hz), 7.19-7.32 (2H, m), 7.17 (1H, s), 7.35 (2H, d, J = 8Hz), 7.61 (2H, d, J = 8Hz) -26 N- [2- (oleoyloxy) phenyl] -3- [N
-(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide N- (2-hydroxyphenyl) -3- [N- (2,2,
350 mg of 5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide, 282 mg of oleic acid, 227 mg of dicyclohexylcarbodiimide and 122 mg of 4-dimethylaminopyridine were dissolved in 15 ml of toluene and heated under reflux for 2 hours. After cooling the reaction solution, the crystals formed were removed by filtration, the filtrate was concentrated, and the residue was subjected to silica gel column chromatography to obtain 411 mg (yield 67%) of the title compound.

Properties; oily degree of optics [α] _D ; + 32.3 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1768,1668 mass spectrometry molecular formula; C ₃₆ H ₅₈ N ₂ O ₆ Theoretical value 614.4294 Measured value 614.4294 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.03 (3H, s), 1.23-1.45 (20H, m), 1.40 ( 3H, s), 1.45 (3H, s), 1.71-1.83 (2H, m), 1.92-2.08 (4H, m), 2.58-2.67 (4H, m), 3.27 (2H, d, J = 12Hz), 3.56-3.64 (2H, m), 3.67 (1H, d, J = 12Hz), 4.07 (1H, s), 5.30-5.42 (2H, m), 7.03- 7.17 (3H, m), 7.19-7.29 (1H , m), 7.49 (1H, brs), 8.18 (1H, s, J = 8Hz) Example-27 N- [4- (oleoyloxy) phenyl] -3- [N
-(2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanamide N- (4-hydroxyphenyl) -3- [N- (2,4
-Diacetoxy-3,3-dimethyl-1-oxobutyl)
Amino] propanamide (394 mg) was dissolved in methylene chloride (20 ml), pyridine (1 ml) was added dropwise under ice-cooling and a solution of oleic acid chloride (301 mg) dissolved in methylene chloride (3 ml) was added dropwise, and the mixture was further stirred for 1 hour. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was subjected to silica gel column chromatography to obtain 530 mg of the title compound (yield 81%).

Properties; oily degree of optics [α] _D ; + 14.9 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1746,1666 mass spectrometry molecular formula; C ₃₇ H ₅₈ N ₂ O ₈ Theoretical value 658.4193 Measured value 658.4184 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.02 (3H, s), 1.05 (3H, s), 1.22-1.42 (20H, m), 1.68- 1.79 (2H, m), 1.94-2.09 (4H, m), 2.05 (3H, s), 2.07 (3H, s), 2.51-2.59 (4H, m), 3.54-3.71 (2H, m), 3.84 ( 1H, d, J = 12Hz), 4.02 (1H, d, J = 12Hz), 4.88 (1H, s), 5.28-5.42 (2H, m), 6.72 (1H, t, J = 6Hz), 7.34 (2H) , d, J = 8 Hz), 7.54 (2H, d, J = 8 Hz), 7.71 (1H, brs) Example-28 N- [4- (oleoyloxy) phenyl] -3- [N
-(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propanamide N- [4- (oleoyloxy) phenyl] -3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propanamide 1.0 g acetic acid 20 ml
It was dissolved in a mixed solvent of 10 ml of water and water and stirred overnight at room temperature.
After completion of the reaction, 20 ml of water was added and the mixture was extracted with methylene chloride. The methylene chloride layer was washed with water and dried over anhydrous sodium sulfate,
After evaporating the solvent, the residue was subjected to silica gel column chromatography to obtain 830 mg (yield 89%) of the title compound.

Properties; oily degree of optics [α] _D ; + 21.0 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1760,1660 mass spectrometry molecular formula; C ₃₃ H ₅₄ N ₂ O ₆ Theoretical value 574.3981 Found 574.3977 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.90 (3H, s), 0.98 (3H, s), 1.19-1.46 (20H, m), 1.41 ( 3H, s), 1.68-1.79 (2H, m), 1.93-2.09 (4H, m), 2.55 (2H, t, J = 7Hz), 2.
59 (2H, t, J = 6Hz), 2.72 (2H, brs), 3.55-3.68 (2H, m), 3.48 (2H, s), 3.98 (1H, s), 5.29-5.42 (2H, m), 7.45-7.53 (1H, m), 7.00 (2H, d, J = 8Hz), 7.52 (2H, d, 8Hz), 8.35 (1H, s) Example-29 N- [4- (oleoyloxy) phenyl ] -3- [N
-(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide N- (4-hydroxyphenyl) -3- [N- (2,2,
1.4-g of 5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide was added to 20 ml of methylene chloride.
Was dissolved in 10 ml of pyridine, and a solution of 1.20 g of oleic acid chloride in 10 ml of methylene chloride was added dropwise under stirring with ice cooling, and the mixture was further stirred for 1 hour. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was subjected to silica gel column chromatography to obtain 1.93 g (yield 79%) of the title compound.

Properties; oily degree of optics [α] _D ; + 32.6 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1764,1668 mass spectrometry molecular formula; C ₃₆ H ₅₈ N ₂ O ₆ Theoretical value 614.4294 Measured value 614.4319 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.23-1.45 (20H, m), 1.41 ( 3H, s), 1.46 (3H, s), 1.66-1.70 (2H, m), 1.93-2.09 (4H, m), 2.54 (2H, t, J = 7Hz), 2.66 (2H, t, J = 6Hz) ), 3.27 (1H, d, J = 12Hz), 3.52-3.77 (2H, m), 3.68 (1H, d, J = 12Hz), 4.10 (1H, s), 5.29-5.42 (2H, m), 7.01 -7.10 (1H, m), 7.01 (2H, d, J = 8Hz), 7.57 (2H, d, J = 8Hz) 8.11 (1H, s) Example-30 N- [4- (oleoylthio) phenyl]- 3- [N-
(2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanamide 779 mg of S-p-aminophenyl thiooleate and 3
606 mg of-[N- (2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propionic acid was dissolved in 30 ml of methylene chloride and 1-ethyl-3-hydrochloric acid under ice cooling.
(3-Dimethylaminopropyl) carbodiimide 442 mg
Was added and the mixture was stirred as it was overnight. The reaction solution was washed with water and dried over anhydrous sodium sulfate, and then the solvent was distilled off. Then
The residue was subjected to silica gel column chromatography,
780 mg (58% yield) of the title compound were obtained.

Properties; oily degree of optics [α] _D ; + 14.5 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1748,1672 mass spectrometry molecular formula; C ₃₇ H ₅₈ N ₂ O ₇ S theoretical value 674.3964 actual value 674.3991 NMR (δ, CDCl ₃ ); 0.89 (3H, t, J = 7Hz), 1.03 (3H, s), 1.06 (3H, s), 1.22-1.41 (20H, m), 1.64 -1.75 (2H, m), 1.96-2.08 (4H, m), 2.05 (3H, s), 2.08 (3H, s), 2.58 (2H, t, J = 6Hz), 2.64 (2H, t, J = 7Hz), 3.55-3.70 (2H, m), 3.85 (1H, d, J = 11Hz), 4.02 (1H, d, J = 11Hz), 4.87 (1H, s), 5.28-5.43 (2H, m), 6.69 (1H, t, J = 6Hz), 7.34 (1H, d, J = 8Hz), 7.60 (2H, d, J = 8Hz), 7.81 (1H, brs) Example-31 N- (2-N-) Oleoylaminoethyl) -3- [N-
(2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanamide 1.07 g of N- (2-aminoethyl) oleoylamide and 1.40 g of 4-nitrophenyl 3- [N- (2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propionate were added to tetrahydrofuran. It was dissolved in 40 ml and stirred at room temperature overnight. After completion of the reaction, the solvent was distilled off under reduced pressure, the residue was dissolved in ethyl acetate, washed with aqueous potassium carbonate solution and then with water, the organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was subjected to silica gel column chromatography to give the title compound (4.45 g, yield 7
5%).

Properties; oily IR (cm ^-1 , neat); ν _CH 2980, ν _{C = O} 1740,1650 mass spectrometry molecular formula; C ₃₃ H ₅₉ N ₃ O ₇ theoretical value 609.4352 actual value 609.4342 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.05 (3H, s), 1.09 (3H, s), 1.10-1.40 (18H, m), 1.54-2.42 (12H, m), 2.07 (3H, s), 2.16 (3H, s), 3.20-3.60 (6H, m), 3.86 (1H, d, J = 11Hz), 4.05 (1H, d, J = 11Hz), 4.05
(1H, d, J = 11Hz), 4.86 (1H, s), 5.30-5.40 (2H, m), 6.14-6.22 (1H, brs), 6.52-6.60 (1H, brs), 7.04-7.12 (1H, brs) Example-32 N- (2-N-oleoylaminoethyl) -3- [N-
(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propanamide N- (2-N-oleoylaminoethyl) -3- [N
200 mg of-(2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanamide in 10 ml of methanol
Dissolve in water and stir at room temperature with 0.5m of 1N caustic soda solution
l was added and stirred for 2 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, extraction was performed with ethyl acetate, the organic layer was washed with water, dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography to obtain 150 mg of the title compound (yield 86%).

Property; oily IR (cm ^-1 , neat); ν _OH 3324, ν _{C = O} 1650 mass spectrometry molecular formula; C ₂₉ H ₅₃ N ₃ O ₄ theoretical value 507.4011 observed value 507.4044 NMR (δ, CDCl ₃ ); 0.88 (3H , t, J = 7Hz), 0.94 (3H, s), 1.00 (3H, s), 1.16-1.40 (17H, m), 1.50-1.64 (2H, m), 1.92-2.08 (4H, m), 2.19 (2H, t, J = 7Hz), 2.30-2.80 (6H, m), 3.20-3.54 (6H, m), 3.62-3.74 (1H, m), 4.02 (1H, s), 5.39-5.44 (2H, m), 6.40-6.50 (1H, m), 6.96-7.04 (1H, m), 7.45-7.53 (1H, m) Example-33 N- (2-N-oleoylaminoethyl) -3- [N −
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide 3.38 g of N- (2-aminoethyl) oleoylamide and 2.59 g of 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid and hydrochloric acid 1 Ethyl-3- (3-dimethylaminopropyl) carbodiimide (1.91 g) was dissolved in methylene chloride (50 ml), and the mixture was stirred overnight. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography to give the title compound.
4.58 g (yield 81%) was obtained.

Properties; oily IR (cm ^-1 , neat); ν _{C = O} 1650 mass spectrometry molecular formula; C ₃₂ H ₅₉ N ₃ O ₅ theoretical value 565.4455 actual value 565.4454 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.23-1.40 (14H, m), 1.43 (3H, s), 1.47 (H, s), 1.52-1.86 (6H, m), 1.92-2.10 (4H, m), 2.18 (2H, t, J = 7Hz), 2.46 (2H, t, J = 6Hz), 3.29 (1H, d, J = 12Hz), 3.38 (3H, brs), 3.44 -3.62 (4H, m), 3.67 (1H, d, J = 12Hz), 4.08 (1H, s), 5.30-5.42 (2H, m), 6.20-6.30 (1H, brs), 6.65-6.73 (1H, brs), 6.99-7.08 (1H, brs) Example-34 N- (3-oleoylaminopropyl) -3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide N- (3-aminopropyl) oleoylamide 3.39g
And 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59 g and hydrochloric acid 1-ethyl-3- (3-dimethylaminopropyl)
Dissolve 1.91 g of carbodiimide in 50 ml of methylene chloride,
Stir overnight. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography to give the title compound (2.7 g, yield 47%).

Property; Oily IR (cm ^-1 , neat); ν _{C = O} 1660 mass spectrometry molecular formula; C ₃₃ H ₆₁ N ₃ O ₅ theoretical value 579.4611 actual value 579.4630 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.10-1.40 (20H, m), 1.42 (3H, s), 1.46 (3H, s), 1.54-1.90 (5H, m), 1.90-2.10 (3H, m), 2.20 (2H, t, J = 7Hz), 2.47 (2H, t, J = 6Hz), 3.20-3.36 (5H, m), 3.48-3.66 (2H, m), 3.69 (1H, d, J = 12Hz), 4.08 (1H, s), 5.30-5.40 (2H, m), 6.15-6.25 (1H, m), 6.58-6.66 (1H, m), 7.02-7.10 (1H, m) Example-35 N- (3-oleoylaminopropyl) -3- [N-
(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propanamide N- (3-oleoylaminopropyl) -3- [N-
0.52 g of (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide was added to 20 ml of acetic acid and 1 part of water.
It was dissolved in 0 ml of a mixed solvent and stirred at room temperature overnight. After completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was subjected to silica gel column chromatography for purification to obtain 0.48 g (yield 89%) of the title compound.

Properties; oily IR (cm ^-1 , neat); ν _{C = O} 1650 mass spectrometry molecular formula; C ₃₀ H ₅₇ N ₃ O ₅ theoretical 539.4297 observed 539.4291 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.90 (3H, s), 1.01 (3H, s), 1.20-1.40 (20H, m), 1.55-1.68 (4H, m), 1.92-2.08 (4H, m), 2.19 (2H, t) , J = 6Hz), 2.36-2.54 (2H, m), 3.16-3.40 (6H, m), 3.48 (2H, s), 3.42-3.56 (1H, m), 3.62-3.76 (1H, m), 4.00 (1H, s), 5.28-5.42 (2H, m), 6.18-6.24 (1H, m), 6.85-6.94 (1H, m), 7.42-7.52 (1H, m) Example-36 N- (3- Oleoylaminopropyl) -3- [N-
(2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanamide N- (3-oleoylaminopropyl) -3- [N-
0.54 g of (2,4-dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propanamide was dissolved in 5 ml of pyridine, 10 ml of acetic anhydride was added, and the mixture was stirred overnight. After completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 0.62 g (yield 99%) of the title compound.

Properties; Oily IR (cm ^-1 , neat); ν _{C = O} 1738,1658 Mass spectrometry Molecular formula; C ₃₄ H ₆₁ N ₃ O ₇ Theoretical value 623.4508 Actual value 623.4499 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 1.04 (3H, s), 1.08 (3H, s), 1.16-1.50 (23H, m), 1.56-1.72 (2H, m), 1.90- 2.06 (2H, m), 2.07 (3H) , s), 2.15 (3H, s), 2.19 (2H, t, J = 7Hz), 2.46 (2H, t, J = 6Hz), 2.32-2.48 (2H, m), 3.16-3.40 (5H, m) , 3.48-3.62 (2H, m), 3.86 (1H, d, J = 11Hz), 4.03 (1H, s), 4.90 (1H, s), 5.28-5.40 (2H, m), 5.95-6.06 (1H, m), 6.60-6.70 (1H, m), 7.18-7.28 (1H, m) Example-37 N- (4-oleoylaminobutyl) -3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide 3.77 g of N- (4-aminobutyl) oleoylamide and 2.59 g of 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid and hydrochloric acid 1 Ethyl-3- (3-dimethylaminopropyl) carbodiimide (1.91 g) was dissolved in methylene chloride (50 ml), and the mixture was stirred overnight. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography to give the title compound.
2.66 g (yield 45%) was obtained.

Property; Oily IR (cm ^-1 , neat); ν _{C = O} 1648 Mass spectrometry Molecular formula; C ₃₄ H ₆₃ N ₃ O ₅ Theoretical value 593.4768 Actual value 593.4797 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.20-1.40 (18H, m), 1.43 (3H, s), 1.46 (3H, s), 1.50-1.70 (6H, m), 1.86-2.10 (6H, m), 2.16 (2H, t, J = 8Hz), 2.45 (2H, t, J = 6Hz), 3.20-3.32 (5H, m), 3.42-3.66 (2H, m), 3.69 (1H, d, J = 12Hz), 4.08 (1H, s), 5.26-5.42 (2H, m), 5.78-5.86 (1H, m), 6.35-6.45 (1H, m), 7.02-7.12 (1H, m) Example-38 N- (4-oleoylaminobutyl) -3- [N- (2,
4-dihydroxy-3,3-dimethyl-1-oxobutyl)
Amino] propanamide N- (4-oleoylaminobutyl) -3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide (1.19 g) was added to acetic acid (20 ml) and water (1 ml).
It was dissolved in a mixed solvent with 0 ml and stirred overnight at room temperature. After the reaction was completed, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to give 0.43 g of the title compound.
(Yield 39%) was obtained.

Properties; oily IR (cm ^-1 , neat); ν _{C = O} 1650 mass spectrometry molecular formula; C ₃₁ H ₅₉ N ₃ O ₅ theoretical value 553.4455 actual value 553.4474 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.95 (3H, s), 0.99 (3H, s), 1.18-1.40 (17H, m), 1.40-1.66 (6H, m), 1.92-2.10 (4H, m), 2.18 (2H, t) , J = 6Hz), 2.40-2.50 (2H, m), 2.70-3.32 (6H, m), 3.32-3.72 (6H, m), 4.00 (1H, s), 5.30-5.42 (2H, m), 6.04 -6.10 (1H, m), 6.60-6.70 (1H, m), 7.42-7.52 (1H, m) Example-39 N-4- (oleoylaminobutyl) -3- [N- (2,
4-diacetoxy-3,3-dimethyl-1-oxobutyl)
Amino] propanamide N- (4-oleoylaminobutyl) -3- [N-
0.52 g of (2,4-dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propanamide was dissolved in 5 ml of pyridine, 10 ml of acetic anhydride was added, and the mixture was stirred overnight. After completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 0.52 g (yield 82%) of the title compound.

Property; Oily IR (cm ^-1 , neat); ν _{C = O} 1730,1650 Mass spectrometry Molecular formula; C ₃₅ H ₆₃ N ₃ O ₇ Theoretical value 637.4566 Actual value 637.4584 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 1.03 (3H, s), 1.07 (3H, s), 1.20-1.40 (18H, m), 1.50-1.70 (6H, m), 1.70-2.10 (6H, m), 2.07 (3H) , s), 2.16 (3H, s), 2.16 (2H, t, J = 7Hz), 2.38 (2H, t, J = 6Hz), 3.20-3.30 (4H, m), 3.42-3.62 (2H, m) , 3.85 (1H, d, J = 11Hz), 4.20 (1H, d, J = 11Hz), 4.93 (1H, s), 5.30-5.42 (2H, m), 5.76-5.86 (1H, m), 6.22- 6.30 (1H, m), 7.00-7.08 (1H, m) Example-40 N- (5-oleoylaminopentyl) -3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide N- (5-aminopentyl) oleoylamide 3.66g
And 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59 g and hydrochloric acid 1-ethyl-3- (3-dimethylaminopropyl)
Dissolve 1.91 g of carbodiimide in 50 ml of methylene chloride,
Stir overnight. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography to obtain 3.64 g (yield 60%) of the title compound.

Properties; Oily IR (cm ^-1 , neat); ν _{C = O} 1660 mass spectrometry molecular formula; C ₃₅ H ₆₅ N ₃ O ₅ theoretical value 607.4923 measured value 607.4906 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.20-1.74 (30H, m), 1.46 (3H, s), 1.48 (3H, s), 1.90-2.10 (4H, m), 2.16 (3H, t, J = 7Hz), 2.44 (2H, t, J = 7Hz), 3.24 (2H, dt, J = 6Hz, 7Hz), 3.29 (1H, d, J = 12Hz), 3.44-3.66 ( 2H, m), 3.68 (1H, d, J = 12Hz), 4.07 (1H, s), 5.32-5.44 (2H, m), 5.54-5.62 (1H, m), 6.05-6.12 (1H, m), 6.96-7.08 (1H, m) Example-41 N- (6-oleoylaminohexyl) -3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide N- (6-aminohexyl) oleoylamide 3.81g
And 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59 g and hydrochloric acid 1-ethyl-3- (3-dimethylaminopropyl)
Dissolve 1.91 g of carbodiimide in 50 ml of methylene chloride,
Stir overnight. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography to obtain 2.92 g (yield 47%) of the title compound.

Property; oily IR (cm ^-1 , neat); ν _{C = O} 1664,1644 mass spectrometry molecular formula; C ₃₆ H ₆₇ N ₃ O ₅ theoretical value 621.5080 actual value 621.5057 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.18-1.76 (32H, m), 1.42 (3H, s), 1.46 (3H, s), 1.92-2.10 (4H, m) ), 2.15 (2H, t, J = 7Hz), 2.44 (2H, t, J = 7Hz), 3.23 (2H, dt, J = 6Hz, 7Hz), 3.29 (1H, d, J = 12Hz), 2.44- 3.66 (4H, m), 3.68 (1H, d, J = 12Hz), 4.07 (1H, s), 5.30-5.42 (2H, m), 5.48-5.58 (1H, m), 5.96-6.06 (1H, m) ), 7.00-7.06 (1H, m) Example-42 N- (8-oleoylaminooctyl) -3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide N- (8-Aminooctyl) oleoylamide 4.08g
And 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59 g and hydrochloric acid 1-ethyl-3- (3-dimethylaminopropyl)
Dissolve 1.91 g of carbodiimide in 50 ml of methylene chloride,
Stir overnight. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was subjected to silica gel column chromatography for purification to obtain 1.36 g (yield 21%) of the title compound.

Property; oily IR (cm ^-1 , neat); ν _{C = O} 1664,1644 mass spectrometry molecular formula; C ₃₈ H ₇₁ N ₃ O ₅ theoretical value 649.5392 actual value 649.53886 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.20-1.40 (27H, m), 1.42 (3H, s), 1.46 (3H, s), 1.56-1.72 (4H, m) ), 1.92-2.10 (4H, m), 2.15 (2H, t, J = 7Hz), 2.43 (2H, t, J = 7Hz), 3.18-3.26 (5H, m), 3.28 (1H, d, J = 12Hz), 3.44-3.66 (4H, m), 3.68 (1H, d, J = 12Hz), 4.07 (1H, s), 5.30-5.40 (2H, m), 5.40-5.48 (1H, m), 5.86- 5.94 (1H, m), 6.98- 7.06 (1H, m) Example-43 N- (2-oleoyloxyethyl) -3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide 2.26 g of 2-aminoethyl oleate and 3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid (2.59 g) and hydrochloric acid 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide (1.91 g) were added to methylene chloride. It was dissolved in 50 ml and stirred overnight. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography to give 1.75 g of the title compound.
(Yield 31%) was obtained.

Property; oily IR (cm ^-1 , neat); ν _{C = O} 1742,1660 mass spectrometry molecular formula; C ₃₂ H ₅₈ N ₂ O ₆ theoretical value 566.4294 actual value 566.4304 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.16-1.40 (H, m) 1.42 (3H, s), 1.46 (3H, s), 1.52-1.70 (4H, m) , 1.70-1.90 (2H, m), 1.96-2.08 (2H, m), 2.32 (2H, t, J = 7Hz), 2.46 (2H, t, J = 7Hz), 3.29 (1H, d, J = 12Hz) ), 3.42-3.66 (4H, m), 3.68 (1H, d, J = 12Hz), 4.07 (1H, s), 4.15 (2H, t, J = 12Hz), 5.32-5.40 (2H, m), 6.08 -6.18 (1H, m), 6.98-7.08 (1H, m) Example-44 2- (N-oleoylamino) ethyl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate N- (2-hydroxyethyl) oleoylamide 0.97
g and 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 0.78 g and dicyclohexylcarbodiimide 0.61 g and 4- (N, N-
Dimethylamino) pyridine (0.36 g) was dissolved in toluene (30 ml), and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 1.50 g (yield 90%) of the title compound.

Property; Oily IR (cm ^-1 , neat); ν _{C = O} 1742,1658 Mass spectrometry Molecular formula; C ₃₂ H ₅₈ N ₂ O ₆ Theoretical value 566.4254 Actual value 566.4274 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.98 (3H, s), 1.03 (3H, s), 1.22-1.38 (18H, m), 1.43 (3H, s), 1.47 (3H, s), 1.50-1.72 (5H, m) ), 1.92-2.08 (4H, m), 2.21 (2H, t, J = 7Hz), 2.56 (2H, t, J = 6Hz), 3.29 (1H, d, J = 12Hz), 3.42-3.70 (4H, m), 3.66 (1H, d, J = 12Hz), 4.08 (1H, s), 4.18 (1H, s), 5.28-5.40 (2H, m), 6.27-6.38 (1H, brs), 6.88-6.96 ( 1H, brs) Example-45 2- (N-oleoylamino) ethyl 3- [N- (2,
4-dihydroxy-3,3-dimethyl-1-oxobutyl)
Amino] propionate 2- (N-oleoylamino) ethyl 3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate (880 mg) was added to acetic acid (20 ml) and water (1 mg).
It was dissolved in a mixed solvent with 0 ml and stirred at room temperature overnight. After the reaction was completed, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to give 740 mg of the title compound.
(Yield 91%) was obtained.

Properties; oily IR (cm ^-1 , neat); ν _OH 3324, ν _{C = O} 1740,1650 mass spectrometry molecular formula; C ₂₉ H ₅₄ N ₂ O ₆ theoretical value 526.3952 measured value 526.3961 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.94 (3H, s), 1.04 (3H, s), 1.20-1.40 (20H, m), 1.52-1.68 (2H, m), 1.90-2.10 (3H, m) , 2.20 (2H, t, J = 7Hz), 2.49- 2.58 (2H, m), 2.80-3.30 (3H, m), 3.38-3.76 (6H, m), 4.02 (1H, s), 4.05-5.42 ( 2H, m), 6.20-6.30 (1H, brs), 7.30-7.40 (1H, brs) Example-46 2- (N-methyl-N-oleoylamino) ethyl 3
-[N-2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate 3.40 g of N-methyl-N- (2-hydroxyethyl) oleoylamide and 3- [N- (2,2,5,5-tetramethyl-
2.59 g of 1,3-dioxane-4-carbonyl) amino] propionic acid, 2.06 g of dicyclohexylcarbodiimide and 1.22 g of 4- (N, N-dimethylamino) pyridine were dissolved in 30 ml of toluene and heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was subjected to silica gel column chromatography for purification to obtain 3.42 g (yield 59%) of the title compound.

Property; oily IR (cm ^-1 , neat); ν _{C = O} 1740,1658 mass spectrometry molecular formula; C ₃₃ H ₆₀ N ₂ O ₆ theoretical value 580.4452 actual value 580.4478 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.22-1.42 (19H, m), 1.43 (3H, s), 1.47 (3H, s), 1.55-1.70 (3H, m) ), 1.90-2.10 (4H, m), 2.30 (2H, tt, J = 7Hz, 7Hz), 2.52-2.60 (2H, m), 3.05 (3H, s), 3.29 (1H, d, J = 12Hz) , 3.42-3.67 (4H, m), 3.68 (1H, d, J = 12Hz), 4.08 (1H, s), 4.24 (2H, t, J = 7Hz), 5.30-5.42 (2H, m), 6.98- 7.08 (1H, m) Example-47 3- (N-oleoylamino) propyl 3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate N- (3-hydroxypropyl) oleoylamide 3.
40 g and 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59 g
And dicyclohexylcarbodiimide 2.06g and 4- (N, N
1.22 g of -dimethylamino) pyridine was dissolved in 30 ml of toluene, and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 4.52 g (yield 78%) of the title compound.

Properties; Oily IR (cm ^-1 , neat); ν _{C = O} 1740,1654 Mass spectrometry Molecular formula; C ₃₃ H ₆₀ N ₂ O ₆ Theoretical value 580.4450 Actual value 580.4449 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.10-1.50 (21H, m), 1.43 (3H, s), 1.46 (3H, s), 1.52-1.86 (2H, m) ), 1.84 (2H, tt, J = 6Hz, 7Hz), 1.90-2.10 (3H, m), 2.17 (2H, t, J = 7Hz), 2.56 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.33 (2H, dd, J = 6Hz, 7Hz), 3.35-3.60 (2H, m), 3.68 (1H, d, J = 12Hz), 4.08 (1H, s), 4.15 (2H) , t, J = 7 Hz), 5.28-5.42 (2H, m), 5.92-60.2 (1H, brs), 6.90-7.00 (1H, brs) Example-48 3- (N-oleoylamino) propyl 3- [N-
(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propionate 3-N-oleoylaminopropyl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate (0.58 g) was added to acetic acid (20 ml) and water (10 ml).
Was dissolved in a mixed solvent of and stirred at room temperature overnight. After completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to give 0.49 g of the title compound (yield 90
%) Was obtained.

Property; Oily IR (cm ^-1 , neat); ν _{C = O} 1740,1652 Mass spectrometry Molecular formula; C ₃₀ H ₅₆ N ₂ O ₆ Theoretical value 540.4145 Actual value 540.4138 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.93 (3H, s), 1.04 (3H, s), 1.18-1.40 (19H, m), 1.52-1.66 (2H, m), 1.83 (2H, tt, J = 6Hz, 7Hz) , 1.92-2.06 (4H, m), 2.19 (2H, t, J = 6Hz), 2.46-2.72 (2H, m), 3.00-3.56 (8H, m), 3.64-3.76 (1H, m), 3.98- 4.10 (1H, m), 4.03 (1H, s), 4.19- 4.30 (1H, m), 5.28-5.42 (2H, m), 5.86-5.98 (1H, m), 7.44-7.52 (1H, m) Implementation Example-49 3- (N-oleoylamino) propyl 3- [N-
(2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propionate 3- (N-oleoylamino) propyl 3- [N-
540 mg of (2,4-dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propionate was dissolved in 5 ml of pyridine, 10 ml of acetic anhydride was added, and the mixture was stirred overnight. After completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was subjected to silica gel column chromatography for purification to obtain 500 mg (yield 80%) of the title compound.

Property; oily IR (cm ^-1 , neat); ν _{C = O} 1740,1650 mass spectrometry molecular formula; C ₃₄ H ₆₀ N ₂ O ₈ theoretical value 624.4348 measured value 624.4323 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 1.04 (3H, s), 1.07 (3H, s), 1.15-1.40 (21H, m), 1.55-1.72 (2H, m), 1.84 (2H, tt, J = 6Hz, 6Hz) , 1.92-2.10 (3H, m), 2.07 (3H, s), 2.15 (3H, s), 2.16 (2H, t, J = 7Hz), 2.54 (2H, t, J = 6Hz), 3.20-3.68 ( 4H, m), 3.83 (1H, d, J = 11Hz), 4.09 (1H, d, J = 11Hz), 4.12 (2H, d, J = 6Hz), 4.93 (1H, s), 5.30-5.38 (2H) , m), 5.92-6.02 (1H, m), 6.70-6.80 (1H, m) Example-50 3- (N-oleoylamino) propyl 3- [N-
(2,4-Dibenzoyloxy-3,3-dimethyl-1-oxobutyl) amino] propionate 3- (N-oleoylamino) propyl 3- [N-
270 mg of (2,4-dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propionate was dissolved in 5 ml of pyridine, 281 mg of benzoyl chloride was added, and the mixture was stirred overnight. After the reaction was completed, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography to give 260 mg of the title compound (yield 6
9%).

Property; oily IR (cm ^-1 , neat); ν _{C = O} 1722,1650 mass spectrometry molecular formula; C ₄₄ H ₆₄ N ₂ O ₈ theoretical value 748.4662 actual value 748.4673 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 1.20-1.40 (25H, m), 1.52-1.64 (2H, m), 1.76 (2H, tt, J = 6Hz, 7Hz), 1.92-2.06 (4H, m), 2.11 (2H, m) t, J = 7Hz), 2.51 (2H, t, J = 6Hz), 3.18-3.40 (2H, m), 3.40-3.66 (2H, m), 4.02 (2H, t, J = 6Hz), 4.28 (1H , d, J = 10Hz), 4.33 (1H, d, J = 10Hz), 5.30-5.40 (2H, m), 5.82-5.92 (1H, m), 6.78-6.86 (1H, m), 7.40-7.50 ( 4H, m), 7.52-7.64 (2H, m), 8.00-8.10 (4H, m) Example-51 3- (N-oleoylamino) propyl 3- [N-
(4-benzoyloxy-2-hydroxy-3,3-dimethyl-1-oxobutyl) amino] propionate 3- (N-oleoylamino) propyl 3- [N-
540 mg of (2,4-dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propionate was dissolved in 5 ml of pyridine, 140 mg of benzoyl chloride was added, and the mixture was stirred overnight. After completion of the reaction, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography to give 318 mg of the title compound (yield 5
1%).

Properties; oily IR (cm ^-1 , neat); ν _{C = O} 1740,1720,1660 mass spectrometry molecular formula; C ₃₇ H ₆₀ N ₂ O ₆ theoretical value 628.4449 measured value 628.4423 NMR (δ, CDCl ₃ ); 0.88 (3H , t, J = 7Hz), 1.06 (3H, s), 1.18 (3H, s), 1.16-1.40 (17H, m), 1.48-1.62 (2H, m), 1.62- 1.70 (3H, m), 1.81 (2H, tt, J = 7Hz, 7Hz), 1.92-2.08 (3H, m), 2.11 (3H, t, J = 7Hz), 2.42-2.70 (2H, m), 3.18-3.30 (1H, m), 3.34-3.48 (2H, m), 3.64-3.76 (1H, m), 4.00-4.05 (2H, m), 4.12 (1H, d, J = 12Hz), 4.14-4.24 (1H, m), 4.38 (1H , d, J = 12Hz), 4.64-4.68 (1H, brs), 5.28-5.40 (2H, m), 5.72-5.82 (1H, brs), 7.30-7.38 (1H, m), 7.44 (2H, dd, J = 7Hz, 7Hz), 7.56 (1H, dd, J = 7Hz, 7Hz), 8.05 (2H, d, J = 7Hz) Example-52 3-N-oleoylaminopropyl 3- [N- (2-
Phenyl-5,5-dimethyl-1,3-dioxane-4-carbonyl) amino] propionate N- (3-hydroxypropyl) oleoylamide 3.
40 g and 3- [N- (2-phenyl-5,5-dimethyl-1,3
-Dioxane-4-carbonyl) amino] propionic acid
3.07 g and dicyclohexylcarbodiimide 2.06 g and 4-
(N, N-dimethylamino) pyridine 1.22 g and toluene 30
It was dissolved in ml and heated to reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was purified by silica gel column chromatography to obtain 5.34 g (yield 85%) of the title compound.

Property; Oily IR (cm ^-1 , neat); ν _{C = O} 1738,1662 Mass spectrometry Molecular formula: C ₃₇ H ₆₀ N ₂ O ₆ Theoretical value 628.4452 Actual value 628.4465 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 1.11 (3H, s), 1.20 (3H, s), 1.22-1.43 (13H, m), 1.52-1.72 (6H, m), 1.77 (2H, tt, J = 7Hz, 7Hz) , 1.90-2.06 (4H, m), 2.14 (2H, tt, J = 7Hz, 7Hz), 2.38 (2H, t, J = 7Hz), 2.52 (2H, t, J = 7Hz), 3.26 (1H, dt , J = 6Hz, 7Hz), 3.46-3.62 (4H, m), 3.69 (1H, d, J = 12Hz), 4.10 (1H, t, J = 7Hz), 4.11 (1H, s), 5.30-5.42 ( 2H, m), 5.52 (1H, s), 5.82-5.92 (1H, m), 6.90-7.04 (1H, m), 7.38-7.44 (3H, m), 7.48-7.53 (2H, m) Example − 53 3-N-oleoylaminopropyl 3- [N- (3,3
-Dimethyl-1,5-dioxaspiro [5,5] undecane-
3-Carbonyl) amino] propionate N- (3-hydroxypropyl) oleoylamide 3.
40 g and 3- [N- (3,3-dimethyl-1,5-dioxaspiro [5,5] undecane-3-carbonyl) amino] propionic acid 2.99 g and dicyclohexylcarbodiimide 2.06 g
And 4- (N, N-dimethylamino) pyridine (1.22 g) were dissolved in toluene (30 ml), and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was purified by silica gel column chromatography to obtain 5.46 g (yield 88%) of the title compound.

Property; oily IR (cm ^-1 , neat); ν _{C = O} 1740,1652 mass spectrometry molecular formula; C ₃₆ H ₆₄ N ₂ O ₆ theoretical value 620.4763 actual value 620.4761 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.98 (3H, s), 1.03 (3H, s), 1.22-2.10 (36H, m), 2.17 (2H, t, J = 7Hz), 2.56 (2H, t, J = 6Hz) , 3.26 (1H, d, J = 12Hz), 3.32 (2H, dt, J = 6Hz, 7Hz), 3.50-3.68 (4H, m), 3.71 (1H, d, J = 12Hz), 4.10 (1H, s) ), 4.15 (2H, t, J = 7Hz), 5.28-5.40 (2H, m), 5.90-5.98 (1H, m), 6.98-7.10 (1H, m) Example-54 3- (N-oleoyl) Amino) propyl 3- [N-
(2-Hydroxy-3,3-dimethyl-4- (trimethylacetyl) oxy-1-oxobutyl) amino] propionate 3- (N-oleoylamino) propyl 3- [N-
540 mg of (2,4-dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propionate was dissolved in 5 ml of pyridine, 220 mg of pivaloyl chloride was added, and the mixture was stirred overnight. After completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to give 139 mg of the title compound (yield 2
2%).

Properties; Oily IR (cm ^-1 , neat); ν _{C = O} 1740,1660 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.20-1.38 (25H, m), 1.59 (9H , s), 1.52-1.70 (2H, m), 1.85 (2H, tt, J = 7Hz, 7Hz), 1.94-2.06 (6H, m), 2.17 (2H, t, 7Hz), 2.56 (2H, t, J = 7Hz), 3.28-3.40 (2H, m), 3.54-3.62 (2H, m), 4.07 (1H, d, J = 12Hz), 4.10-4.20 (2H, m), 4.68 (1H, d, J) = 12 Hz), 5.11 (1H, s), 5.28-5.40 (2H, m), 5.70-5.80 (1H, m), 6.94-7.02 (1H, m) Example-55 3- (N-hexanoylamino) Propyl 3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate N- (3-hydroxypropyl) hexanamide 1.75
g and 3- [N-2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59 g, dicyclohexylcarbodiimide 2.06 g and 4- (N, N-dimethylamino) Pyridine (1.22 g) was dissolved in toluene (30 ml), and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 1.90 g (yield 46%) of the title compound.

Property; oily IR (cm ^-1 , neat); ν _{C = O} 1740,1658 mass spectrometry molecular formula; C ₂₁ H ₃₈ N ₂ O ₆ theoretical value 414.2730 actual value 414.2741 NMR (δ, CDCl ₃ ); 0.90 (3H, t , J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.22-1.36 (3H, m), 1.43 (3H, s), 1.46 (3H, s), 1.58-1.74 (1H, m ), 1.85 (2H, tt, 7Hz, 7Hz), 2.18 (2H, t, J = 7Hz), 2.56 (2H, t, J = 7Hz), 3.29 (1H, d, J = 12Hz), 3.33 (2H, dt, J = 6Hz, 7Hz), 3.46-3.66 (4H, m), 3.68 (1H, d, J = 12Hz), 4.08 (1H, s), 4.16 (2H, t, J = 12Hz), 5.94-6.02 (1H, m), 6.92-7.04 (1H, m) Example-56 3- (N-octaylamino) propyl 3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate N- (3-hydroxypropyl) octanamide 2.03
2.5 g of 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid and 2.06 g of dicyclohexylcarbodiimide and 4- (N, N-
Dimethylamino) pyridine (1.22 g) was dissolved in toluene (30 ml), and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 2.91 g of the title compound (yield 66%).

Property; Oily IR (cm ^-1 , neat); ν _{C = O} 1738,1658 Mass spectrometry Molecular formula; C ₂₃ H ₄₂ N ₂ O ₆ Theoretical value 442.3043 Actual value 442.3054 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.20-1.36 (5H, m), 1.42 (3H, s), 1.46 (3H, s), 1.56-1.74 (3H, m ), 1.84 (2H, tt, J = 7Hz, 7Hz), 2.17 (2H, t, J = 7Hz), 2.56 (2H, t, J = 7Hz), 3.29 (1H, d, J = 12Hz), 3.33 ( 2H, dt, J = 6Hz, 7Hz), 3.46-3.66 (4H, m), 3.68 (1H, d, J = 12Hz), 4.08 (1H, s), 4.15 (2H, t, J = 7Hz), 5.94 -6.02 (1H, m), 6.92-7.04 (1H, m) Example-57 3- (N-decanoylamino) propyl 3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate 2.29 g of N- (3-hydroxypropyl) decanamide
And 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59 g, dicyclohexylcarbodiimide 2.06 g and 4- (N, N-dimethylamino) Pyridine (1.22 g) was dissolved in toluene (30 ml), and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 4.61 g (yield 98%) of the title compound.

Properties; Oily IR (cm ^-1 , neat); ν _{C = O} 1740,1662 Mass spectrometry Molecular formula; C ₂₅ H ₄₆ N ₂ O ₆ Theoretical value 470.3356 Actual value 470.3377 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.20-1.34 (6H, m), 1.42 (3H, s), 1.46 (3H, s), 1.56-1.78 (4H, m ), 1.82-1.94 (3H, m), 2.17 (2H, t, J = 7Hz), 2.36-2.44 (1H, m), 2.56 (2H, t, J = 7Hz), 3.29 (1H, d, J = 12Hz), 3.33 (2H, dt, J = 6Hz, 7Hz), 3.46-3.66 (4H, m), 3.68 (1H, d, J = 12Hz), 4.08 (1H, s), 4.15 (2H, t, J = 12 Hz), 5.92-6.02 (1H, m), 6.08-6.18 (1H, m), 6.92-7.07 (1H, m) Example-58 3- (N-dodecanoylamino) propyl 3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate N- (3-hydroxypropyl) dodecanamide 2.57
2.5 g of 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid, 2.06 g of dicyclohexylcarbodiimide and 4- (N, N-
Dimethylamino) pyridine (1.22 g) was dissolved in toluene (30 ml), and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 3.19 g (yield 64%) of the title compound.

Properties; Oily IR (cm ^-1 , neat); ν _{C = O} 1738,1660 Mass spectrometry Molecular formula; C ₂₇ H ₅₀ N ₂ O ₆ Theoretical value 498.3668 Actual value 498.3676 NMR (δ, CDCl ₃ ); 0.87 (3H, t , J = 7Hz), 0.97 (3H, s), 1.03 (3H, s), 1.18-1.36 (7H, m), 1.41 (3H, s), 1.45 (3H, s), 1.56-1.76 (6H, m ), 1.78-1.94 (4H, m), 2.16 (2H, t, J = 7Hz), 2.36-2.42 (2H, m), 2.55 (2H, t, J = 7Hz), 3.28 (1H, d, J = 7Hz), 3.31 (2H, dt, J = 6Hz, 7Hz), 3.44-3.65 (4H, m), 3.67 (1H, d, J = 12Hz), 4.06 (1H, s), 4.14 (2H, t, J = 7 Hz), 5.96-6.02 (1H, m), 6.90-7.04 (1H, m) Example-59 3- (N-tetradecanoylamino) propyl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate N- (3-hydroxypropyl) tetradecanamide
2.87 g and 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59
g and dicyclohexylcarbodiimide 2.06 g and 4- (N,
N-Dimethylamino) pyridine (1.22 g) was dissolved in toluene (30 ml), and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 4.63 g (yield 88%) of the title compound.

Property; Oily IR (cm ^-1 , neat); ν _{C = O} 1740,1656 Mass spectrometry Molecular formula; C ₂₉ H ₅₄ N ₂ O ₆ Theoretical value 526.3981 Actual value 526.3983 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.20-1.34 (15H, m), 1.42 (3H, s), 1.46 (3H, s), 1.52-1.64 (4H, m ), 1.84 (2H, tt, J = 7Hz, 7Hz), 2.17 (2H, t, J = 7Hz), 2.36-2.44 (1H, m), 2.56 (2H, t, J = 7Hz), 3.29 (1H, d, J = 12Hz), 3.33 (2H, dt, J = 6Hz, 7Hz), 3.48-3.66 (4H, m), 3.68 (1H, d, J = 12Hz), 4.08 (1H, s), 4.16 (2H) , t, J = 7 Hz), 5.92-5.96 (1H, m), 6.90-7.02 (1H, m) Example-60 3- (N-hexadecanoylamino) propyl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate N- (3-hydroxypropyl) hexadecanamide
3.13 g and 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59
g and dicyclohexylcarbodiimide 2.06 g and 4- (N,
N-Dimethylamino) pyridine (1.22 g) was dissolved in toluene (30 ml), and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 5.48 g (yield 99%) of the title compound.

Property; oily IR (cm ^-1 , neat); ν _{C = O} 1740,1658 mass spectrometry molecular formula; C ₃₁ H ₅₈ N ₂ O ₆ theoretical value 554.4294 actual value 554.4301 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.21-1.36 (22H, m), 1.43 (3H, s), 1.46 (3H, s), 1.56-1.98 (6H, m ), 1.84 (2H, tt, J = 7Hz, 7Hz), 2.17 (2H, t, J = 7Hz), 2.56 (2H, t, J = 7Hz), 3.29 (1H, d, J = 12Hz), 3.32 ( 2H, dd, J = 7Hz, 6Hz), 3.67 (1H, d, J = 12Hz), 4.08 (1H, s), 4.16 (2H, t, J = 12Hz), 5.92-5.98 (1H, m), 6.92 -7.04 (1H, m) Example-61 3- (N-octadecanoylamino) propyl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate N- (3-hydroxypropyl) octadecanamide
3.42 g and 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59
g and dicyclohexylcarbodiimide 2.06 g and 4- (N,
N-Dimethylamino) pyridine (1.22 g) was dissolved in toluene (30 ml), and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 3.90 g (yield 67%) of the title compound.

Property; oily IR (cm ^-1 , neat); ν _{C = O} 1738,1652 mass spectrometry molecular formula; C ₃₃ H ₆₂ N ₂ O ₆ theoretical value 582.4608 measured value 582.4619 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.20-1.36 (17H, m), 1.42 (3H, s), 1.46 (3H, s), 1.54-1.96 (10H, m) ), 2.17 (3H, t, J = 7Hz), 2.56 (2H, t, J = 7Hz), 3.28 (1H, t, J = 12Hz), 3.33 (2H, dt, J = 6Hz, 7Hz), 3.44- 3.62 (4H, m), 3.67 (1H, d, J = 12Hz), 4.08 (1H, s), 4.16 (2H, t, J = 7Hz), 5.96- 6.02 (1H, m), 6.92-7.04 (1H , m) Example-62 3- (N-linoleoylamino) propyl 3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate N- (3-hydroxypropyl) linoleoyl amide
3.38 g and 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59
g and dicyclohexylcarbodiimide 2.06 g and 4- (N,
N-Dimethylamino) pyridine (1.22 g) was dissolved in toluene (30 ml), and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain the title compound with a yield of 67%.

Properties; oily IR (cm ^-1 , neat); ν _{C = O} 1740,1654 mass spectrometry molecular formula; C ₃₃ H ₅₈ N ₂ O ₆ theoretical value 578.4294 actual value 578.4291 NMR (δ, CDCl ₃ ); 0.89 (3H, t , J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.20-1.44 (17H, m), 1.43 (3H, s), 1.46 (3H, s), 1.52-1.76 (4H, m) ), 1.84 (2H, tt, J = 7Hz, 7Hz), 2.00-2.10 (6H, m), 2.17 (2H, t, J = 7Hz), 2.36-2.44 (1H, m), 2.56 (2H, t, J = 7Hz), 2.77 (2H, t, J = 7Hz), 3.29 (1H, d, J = 12Hz), 3.32 (2H, dd, J = 6Hz, 7Hz), 3.46-3.64 (4H, m), 3.67 (1H, d, J = 12Hz), 4.08 (1H, s), 4.16 (2H, t, J = 12Hz), 5.28-5.42 (1H, m), 5.92-6.00 (1H, m), 6.94-7.02 ( 1H, m) Example-63 3- (N-linolenoylamino) propyl 3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate N- (3-hydroxypropyl) linolenylamido 3.
35 g and 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59 g
And dicyclohexylcarbodiimide 2.06g and 4- (N, N
1.22 g of -dimethylamino) pyridine was dissolved in 30 ml of toluene, and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 4.09 g (yield 71%) of the title compound.

Property; Oily IR (cm ^-1 , neat); ν _{C = O} 1738,1652 Mass spectrometry Molecular formula; C ₃₃ H ₅₆ N ₂ O ₆ Theoretical value 576.4138 Actual value 576.4126 NMR (δ, CDCl ₃ ); 0.97 (3H, t , J = 7Hz), 0.98 (3H, s), 1.05 (3H, s), 1.26-1.44 (12H, m), 1.43 (3H, s), 1.46 (3H, s), 1.53-1.74 (6H, m ), 1.80-1.92 (4H, m), 2.02-2.10 (2H, m), 2.17 (2H, t, J = 7Hz), 2.34-2.42 (2H, m), 2.56 (2H, t, J = 7Hz) , 3.29 (1H, d, J = 12Hz), 2.74-2.86 (2H, m), 3.28 (1H, d, J = 12Hz), 3.32 (2H, dd, J = 6Hz, 7Hz), 3.42-3.66 (4H , m), 3.68 (1H, d, J = 12Hz), 4.07 (1H, s), 4.15 (2H, t, J = 12Hz), 5.26-5.44 (6H, m), 5.90-6.00 (1H, m) , 6.92-7.06 (1H, m) Example-64 4- (N-oleoylamino) butyl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate N- (4-hydroxybutyl) oleoylamide 3.54
2.5 g of 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid, 2.06 g of dicyclohexylcarbodiimide and 4- (N, N-
Dimethylamino) pyridine (1.22 g) was dissolved in toluene (30 ml), and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 5.05 g (yield 85%) of the title compound.

Properties; oily IR (cm ^-1 , neat); ν _{C = O} 1740,1662 mass spectrometry molecular formula; C ₃₄ H ₆₂ N ₂ O ₆ theoretical 594.4608 observed 594.4618 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.20-1.40 (23H, m), 1.43 (3H, s), 1.47 (3H, s), 1.50-1.80 (6H, m ), 1.86-2.10 (3H, m), 2.17 (2H, dt, J = 6Hz, 7Hz), 2.56 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.40-3.66 ( 2H, m), 3.69 (1H, d, J = 12Hz), 4.08 (1H, s), 4.12 (2H, t, J = 6Hz), 5.30-5.40 (2H, m), 5.48-5.56 (1H, m) ), 6.90-7.00 (1H, m) Example-65 4- (N-oleoylamino) butyl 3- [N- (2,
4-dihydroxy-3,3-dimethyl-1-oxobutyl)
Amino] propionate 4- (N-oleoylamino) butyl 3- [N-
0.52 g of (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate was added to 20 ml of acetic acid and 1 part of water.
It was dissolved in 0 ml of a mixed solvent and stirred at room temperature overnight. After the reaction was completed, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to give 0.50 g of the title compound.
(Yield 91%) was obtained.

Properties; Oily IR (cm ^-1 , neat); ν _{C = O} 1740,1658 Mass spectrometry Molecular formula; C ₃₁ H ₅₈ N ₂ O ₆ Theoretical value 554.4293 Actual value 554.4291 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.94 (3H, s), 1.01 (3H, s), 1.18-1.42 (21H, m), 1.50-1.80 (6H, m), 1.90-2.12 (3H, m), 2.18 (2H) , t, J = 7Hz), 2.45-2.57 (2H, m), 3.10-3.80 (8H, m), 4.02 (1H, m), 4.05-4.13 (1H, m), 4.18-4.26 (1H, m) , 5.30-5.41 (2H, m), 5.88-5.96 (1H, m), 7.34-7.44 (1H, m) Example-66 5- (N-oleoylamino) pentyl 3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate N- (5-hydroxypentyl) oleoylamide 3.
68 g and 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59 g
And dicyclohexylcarbodiimide 2.06g and 4- (N, N
1.22 g of -dimethylamino) pyridine was dissolved in 30 ml of toluene, and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 4.99 g (yield 82%) of the title compound.

Property; Oily IR (cm ^-1 , neat); ν _{C = O} 1738,1658 Mass spectrometry Molecular formula: C ₃₅ H ₆₄ N ₂ O ₆ Theoretical value 608.4764 Actual value 608.4764 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.20-1.80 (26H, m), 1.42 (3H, s), 1.46 (3H, s), 1.84-2.10 (4H, m ), 2.15 (2H, t, J = 6Hz), 2.56 (2H, t, J = 6Hz), 3.25 (1H, dt, J = 6Hz, 6Hz), 3.29 (1H, d, J = 12Hz), 3.40- 3.68 (4H, m), 3.68 (1H, d, J = 12Hz), 4.08 (1H, s), 4.10 (2H, t, J = 12Hz), 5.30-5.40 (2H, m), 5.48-5.54 (1H , m), 6.90-7.02 (1H, m) Example-67 5- (N-oleoylamino) hexyl 3- [N-
(2,2,5,5-Tetramethyl-1,3-dioxane-4-carbonyl) amino] propionate N- (6-hydroxyhexyl) oleoyl amide 3.
82 g and 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59 g
And dicyclohexylcarbodiimide 2.06g and 4- (N, N
1.22 g of -dimethylamino) pyridine was dissolved in 30 ml of toluene, and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 2.80 g (yield 45%) of the title compound.

Property; Oily IR (cm ^-1 , neat); ν _{C = O} 1740,1656 Mass spectrometry Molecular formula; C ₃₆ H ₆₆ N ₂ O ₆ Theoretical value 622.4920 Found 633.4923 NMR (δ, CDCl ₃ ); 0.88 (3H, t , J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.20-1.54 (24H, m), 1.43 (3H, s), 1.47 (3H, s), 1.56-1.70 (6H, m ), 1.90-2.10 (4H, m), 2.15 (2H, t, J = 7Hz), 2.55 (2H, t, J = 6Hz), 3.24 (1H, dt, J = 6Hz, 6Hz), 3.29 (1H, d, J = 12Hz), 3.
40-3.66 (2H, m), 3.68 (1H, d, J = 12Hz), 4.08 (1H, s), 4.09 (2H, t, J = 6Hz), 5.30-5.40 (2H, m), 5.40-5.50 (1H, m), 6.92-7.02 (1H, m) Example-68 S- [2- (N-oleoylamino) ethyl] 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propanethioate N- (2-mercaptoethyl) oleoylamide 3.42
2.5 g of 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid, 2.06 g of dicyclohexylcarbodiimide and 4- (N, N-
Dimethylamino) pyridine (1.22 g) was dissolved in toluene (30 ml), and the mixture was heated under reflux overnight. After completion of the reaction, the mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and then saturated saline, and dried over anhydrous sodium sulfate. Evaporate the solvent,
The residue was purified by silica gel column chromatography to obtain 4.77 g (yield 82%) of the title compound.

Properties; oily IR (cm ^-1 , neat); ν _{C = O} 1730,1656 mass spectrometry molecular formula; C ₃₂ H ₅₈ N ₂ O ₅ S theoretical value 582.4123 measured value 582.4095 NMR (δ, CDCl ₃ ); 0.88 (3H, 3H, t, J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.20-1.40 (19H, m), 1.43 (3H, s), 1.47 (3H, s), 1.58-1.70 (2H, m), 1.84-2.10 (4H, m), 2.17 (2H, t, J = 7Hz), 2.78-2.86 (2H, m), 3.05 (2H, t, J = 6Hz), 3.29 (1H, d, J) = 12Hz), 3.35-3.62 (5H, m), 3.67 (1H, d, J = 12Hz), 4.07 (1H, s), 5.34-5.41 (2H, m), 5.93 -6.02 (1H, m), 6.83 -6.92 (1H, m) Example-69 S- [2- (N-oleoylamino) ethyl] 3-
[N- (2,4-dihydroxy-3,3-dimethyl-1-oxobutyl) amino] propanethioate S- [2- (N-oleoylamino) ethyl] 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
0.58 g of -carbonyl) amino] propanethioate was dissolved in a mixed solvent of 20 ml of acetic acid and 10 ml of water, and the mixture was stirred at room temperature overnight. After completion of the reaction, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 0.16 g (yield 29%) of the title compound.

Properties; oily IR (cm ^-1 , neat); ν _{C = O} 1650 mass spectrometry molecular formula; C ₂₉ H ₅₄ N ₂ O ₅ S theoretical value 542.3753 observed value 542.3765 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.93 (3H, s), 1.04 (3H, s), 1.15-1.40 (16H, m), 1.50-1.70 (2H, m), 1.90-2.06 (4H, m), 2.17 (2H, t, J = 8Hz), 2.25-2.60 (6H, m), 2.70-2.80 (1H, m), 2.82-2.98 (2H, m), 3.05-3.15 (1H, m), 3.30-3.52 (6H, m) ), 4.01 (1H, s), 5.30-5.42 (2H, m), 5.90-6.00 (1H, brs), 7.22-7.32 (1H, brs) Example-70 N-[(1S, 2S) -2- (Oleoylamino) cyclohexan-1-yl] -3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propanamide 3-N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 745 mg, N-
(2-Aminocyclohexyl) oleoylamide 800mg
And 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide g of hydrochloric acid were dissolved in 50 ml of methylene chloride,
Stir overnight. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography to obtain 504 mg (yield 34%) of the title compound.

Properties; oily optical rotation [α] _D ; -15.1 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1660,1642 mass spectrometry molecular formula; C ₃₆ H ₆₅ N ₃ O ₅ theory Value 619.4924 Found 619.4913 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.15-1.37 (24H, m), 1.43 (3H) , s), 1.46 (3H, s), 1.50-1.62 (2H, m), 1.68-1.82 (2H, m), 1.90-2.08 (6H, m), 2.11 (2H, t, J = 7Hz), 2.28 -2.44 (2H, m), 3.28 (1H, d, J = 12Hz), 3.36-3.48 (1H, m), 3.55-3.68 (3H, m), 3.69 (1H, d, J = 12Hz), 4.08 ( 1H, d, J = 11 Hz), 5.29-5.40 (2H, m), 5.84 (1H, brs), 6.38 (1H, brs), 7.00 (1H, t, J = 6Hz) Example-71 N- [ (1S, 2S) -2- (Oleoylamino) cyclohexan-1-yl] -3- [N-{(2R) -2,4-diacetoxy-3,3-dimethyl-1-oxobutyl} amino] propanamide 187 mg of 3-N-{(2R) -2,4-diacetoxy-3,3-dimethyl-1-oxobutyl} amino] propionic acid and 172 mg of (1S, 2S) -N- (2-aminocyclohexyl) oleoylamide Hydrochloric acid 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide g was dissolved in 50 ml of methylene chloride, and the mixture was stirred overnight. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography to obtain 194 mg (yield 56%) of the title compound.

Properties; oily optical rotation [α] _D ; −3.10 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1750,1660 mass spectrometry molecular formula; C ₃₆ H ₆₅ N ₃ O ₇ theory Value 663.4822 Found 663.4833 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.03 (3H, s), 1.08 (3H, s), 1.18-1.39 (24H, m), 1.07-1.83 (2H, m), 1.92-2.09 (6H, m), 2.08 (3H, s), 2.14 (2H, t, J = 7Hz), 2.20 (3H, s), 2.32 (2H, t, J = 7Hz ), 3.28-3.40 (1H, m), 3.49-3.59 (2H, m), 3.61-3.74 (1H, m), 3.82 (1H, d, J = 12Hz), 4.04 (1H, d, J = 12Hz) , 4.09 (1H, s), 5.29-5.40 (2H, m), 5.79 (1H, d, J = 8Hz), 6.19 (1H, d, J = 8Hz), 7.03 (1H, t, J = 6Hz) Example-72 N- [2- (oleoylamino) cyclohexane-1-
Il] -3- [N-{(2R) -2,4-diacetoxy-3,3
-Dimethyl-1-oxobutyl} amino] propanamide 3- [N- (2,4-diacetoxy-3,3-dimethyl-1
-Oxobutyl) amino] propionic acid 1.01 g and N-
(2-Aminocyclohexyl) oleoylamide 1.26g
And 1.91 g of 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride were dissolved in 50 ml of methylene chloride and stirred overnight. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography, and two diastereomers A [N-[(1R, 2R) were added to the title compound.
-2- (oleoylamino) cyclohexan-1-yl] -3- [N-{(2R) -2,4-diacetoxy-3,3-
Dimethyl-1-oxobutyl} amino] propanamide] and B [N-[(1S, 2S) -2- (oleoylamino) cyclohexan-1-yl] -3- [N-{(2R)]
-2,4-diacetoxy-3,3-dimethyl-1-oxobutyl} amino] propanamide], 603 mg each (yield 28
%) And 714 mg (yield 33%).

A property; oily optical rotation [α] _D ; −32.0 ° (C = 1.0, CHCl ₃ ) IR (cm ⁻¹ , neat); ν _{C = O} 1750,1660 mass spectrometry molecular formula; C ₃₇ H ₆₅ N ₃ O ₇ Theoretical value 663.4822 Actual value 663.4834 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.08 (3H, s), 1.10 (3H, s), 1.21-1.38 (24H, m), 1.46- 1.65 (2H, m), 1.69- 1.79 (2H, m), 1.88-2.08 (6H, m), 2.08 (3H, s), 2.13 (2H, t, J = 7Hz), 2.14-2.26 (1H, m ), 2.16 (3H, s), 2.23-2.42 (1H, m), 3.06-3.16 (1H, m), 3.56-3.79 (3H, m), 3.90 (1H, d, J = 11Hz), 4.07 (1H , d, J = 11Hz), 4.80 (1H, s), 5.29-5.42 (1H, m), 5.69 (1H, d, J = 8Hz), 6.56 (1H, d, J = 8Hz), 7.41 (1H, t, J = 6Hz) B property; oily optical rotation [α] _D ; −3.10 ° (C = 1.0, CHCl ₃ ) IR (cm ⁻¹ , neat); ν _{C = O} 1750,1660 mass spectrometry molecular formula; C ₃₇ H ₆₅ N ₃ O ₇ theoretical value 663.4822 actual value 663.4833 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.03 (3H, s), 1.08 (3H, s), 1.18-1.39 (24H , m), 1.07-1.83 (2H, m), 1.92- 2.09 (6H, m), 2.08 (3H, s), 2.14 (2H, t, J = 7Hz), 2.20 (3H, s), 2.32 (2H, t, J = 7Hz), 3.28-3.40 (1H, m), 3.49-3.59 (2H, m), 3.61-3.74 (1H, m), 3.82 (1H, d, J = 12Hz), 4.04 (1H, d, J = 12Hz), 4.09 (1H, s), 5.29-5.40 (2H, m), 5.79 (1H, d, J = 8Hz), 6.19 (1H, d, J = 8Hz), 7.03 (1H, t, J = 6Hz) Example-73 N-[(1R, 2R) -2- (oleoyl) Amino) cyclohexane-1-yl] -3- [N-{(2R) -2,4-dihydroxy-3,3-dimethyl-1-oxobutyl} amino] propanamide N-[(1R, 2R) -2- (oleoylamino) cyclohexane-1-yl] -3- [N-{(2R) -2,4-diacetoxy-3,3-dimethyl-1-oxobutyl} amino 380 mg of propanamide dissolved in 10 ml of methanol, 0.5 ml of 1N caustic soda solution was added with stirring at room temperature.
Stir for hours. After completion of the reaction, the solvent was distilled off under reduced pressure, extraction was performed with ethyl acetate, the organic layer was washed with water, dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography to give 293 mg of the title compound.
(Yield 89%) was obtained.

Properties; oily optical rotation [α] _D ; + 34.1 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1642 mass spectrometry molecular formula; C ₃₃ H ₆₁ N ₃ O ₅ theoretical value 579.4611 Found 579.4596 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.95 (3H, s), 1.04 (3H, s), 1.17-1.38 (24H, m), 1.49-1.62 ( 2H, m), 1.73-1.82 (2H, m), 1.93-2.08 (6H, m), 2.14 (2H, t, J = 7Hz), 2.31-2.45 (2H, m), 2.52-2.86 (2H, m) ), 3.44-3.73 (6H, m), 3.98 (1H, s), 5.28-5.40 (2H, m), 6.08 (1H, brs), 6.63 (1H, brs), 7.34 (1H, t, J = 6Hz ) Example-74 N-[(1S, 2S) -2- (oleoylamino) cyclohexan-1-yl] -3- [N-{(2R) -2,4-dihydroxy-3,3-dimethyl- 1-oxobutyl} amino] propanamide N-[(1S, 2S) -2- (oleoylamino) cyclohexane-1-yl] -3- [N-{(2R) -2,4-diacetoxy-3,3-dimethyl-1-oxobutyl} amino ] Propanamide 485mg Dissolved in methanol 10ml, add 1N caustic soda aqueous solution 0.5ml with stirring at room temperature,
Stir for hours. After completion of the reaction, the solvent was distilled off under reduced pressure, extraction was performed with ethyl acetate, the organic layer was washed with water, dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography, 410 mg of the title compound.
(Yield 97%) was obtained.

Properties; oily optical rotation [α] _D ; −0.60 ° (C = 1.0, CHCl ₃ ) IR (cm ⁻¹ , neat); ν _{C = O} 1644 mass spectrometry molecular formula; C ₃₃ H ₆₁ N ₃ O ₅ theoretical value 579.4611 Found 579.4603 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.94 (3H, s), 1.05 (3H, s), 1.16-1.38 (24H, m), 1.46-1.62 (2H) , m), 1.71- 1.82 (2H, m), 1.87-2.07 (6H, m), 2.12 (2H, t, J = 7Hz), 2.32-2.44 (1H, m), 2.48-2.58 (1H, m) , 2.63-3.05 (2H, m), 3.18-3.29 (1H, m), 3.46 (1H, d, J = 11Hz), 3.51 (1H, d, J = 11Hz), 3.55-3.73 (2H, m), 3.86-3.99 (1H, m), 4.12 (1H, s), 5.29- 5.41 (2H, m), 5.99 (1H, d, J = 8Hz), 7.02 (1H, d, J = 8Hz), 7.11-7.19 (1H, m) Example-75 N- [2- (oleoylamino) cyclohexane-1-
Ill] -3- [N- (2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanamide d1-3- [N- (2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propionic acid (1.51 g) and (1
1.90 g of (R, 2R) -N- (2-aminocyclohexyl) oleoylamide and 1.91 g of 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride were dissolved in 50 ml of methylene chloride and stirred overnight. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by subjecting it to silica gel column chromatography to obtain two diastereomers A [N
-(1R, 2R) -2- (oleoylamino) cyclohexan-1-yl] -3- [N-{(2R) -2,4-diacetoxy-3,3-dimethyl-1-oxobutyl} amino] propane Amido] and B [N- (1R, 2R) -2- (oleoylamino) cyclohexan-1-yl] -3- [N-
848 mg (yield 28%) and 1.00 g (yield 33%) of {(2R) -2,4-diacetoxy-3,3-dimethyl-1-oxobutyl} amino] propanamide were obtained, respectively.

[A]

Properties; oily optical rotation [α] _D ; −32.0 ° (C = 1.0, CHCl ₃ ) IR (cm ⁻¹ , neat); ν _{C = O} 1750,1660 mass spectrometry molecular formula; C ₃₇ H ₆₅ N ₃ O ₇ theory Value 663.4822 Found 663.4834 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.08 (3H, s), 1.10 (3H, s), 1.21-1.38 (24H, m), 1.46-1.65 (2H, m), 1.69- 1.79 (2H, m), 1.88-2.08 (6H, m), 2.08 (3H, s), 2.13 (2H, t, J = 7Hz), 2.14- 2.26 (1H, m) , 2.16 (3H, s), 2.23-2.42 (1H, m), 3.06-3.16 (1H, m), 3.56-3.79 (3H, m), 3.90 (1H, d, J = 11Hz), 4.07 (1H, d, J = 11Hz), 4.80 (1H, s), 5.29-5.42 (1H, m), 5.69 (1H, d, J = 8Hz), 6.56 (1H, d, J = 8Hz), 7.41 (1H, t) , J = 6Hz) [B] Properties; oily optical rotation [α] _D ; + 2.04 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1750,1660 mass spectrometry molecular formula; C ₃₇ H ₆₅ N ₃ O ₇ Theoretical value 663.4822 Actual value 663.4833 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.03 (3H, s), 1.08 (3H, s), 1.18-1.39 (24H, m), 1.07-1.83 (2H, m), 1.92- 2.09 (6H, m), 2.08 (3 H, s), 2.14 (2H, t, J = 7Hz), 2.20 (3H, s), 2.32 (2H, t, J = 7Hz), 3.28-3.40 (1H, m), 3.49-3.59 (2H, m), 3.61-3.74 (1H, m), 3.82 (1H, d, J = 12Hz), 4.04 (1H, d, J = 12Hz), 4.09 (1H, s), 5.29-5.40 (2H, m), 5.79 (1H, d, J = 8Hz), 6.19 (1H, d, J = 8Hz), 7.03 (1H, t, J = 6Hz) Example-76 N- [2- (oleoylamino) cyclohexane-1-
Ill] -3- [N- (2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propanamide 1.43 g of d1-3- [N- (2,4-diacetoxy-3,3-dimethyl-1-oxobutyl) amino] propionic acid and (1
S, 2S) -N- (2-aminocyclohexyl) oleoylamide] 1.80 g and 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride 1.91 g were dissolved in 50 ml of methylene chloride and stirred overnight. After completion of the reaction, the reaction solution was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was purified by subjecting it to silica gel column chromatography to obtain two diastereomers A [N
-(1S, 2S) -2- (oleoylamino) cyclohexan-1-yl] -3- [N-{(2R) -2,4-diacetoxy-3,3-dimethyl-1-oxobutyl} amino] propane Amido] and B [N-[(1S, 2S) -2- (oleoylamino) cyclohexan-1-yl] -3- [N
-{(2S) -2,4-diacetoxy-3,3-dimethyl-1-
Oxobutyl} amino] propanamide] each 859mg
(Yield 29%) and 0.80 g (Yield 27%) were obtained.

[B]

Properties; oily optical rotation [α] _D ; −32.0 ° (C = 1.0, CHCl ₃ ) IR (cm ⁻¹ , neat); ν _{C = O} 1750,1660 mass spectrometry molecular formula; C ₃₇ H ₆₅ N ₃ O ₇ theory Value 663.4822 Found 663.4834 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 1.08 (3H, s), 1.10 (3H, s), 1.21-1.38 (24H, m), 1.46-1.65 (2H, m), 1.69- 1.79 (2H, m), 1.88-2.08 (6H, m), 2.08 (3H, s), 2.13 (2H, t, J = 7Hz), 2.14- 2.26 (1H, m) , 2.16 (3H, s), 2.23-2.42 (1H, m), 3.06-3.16 (1H, m), 3.56-3.79 (3H, m), 3.90 (1H, d, J = 11Hz), 4.07 (1H, d, J = 11Hz), 4.80 (1H, s), 5.29-5.42 (1H, m), 5.69 (1H, d, J = 8Hz), 6.56 (1H, d, J = 8Hz), 7.41 (1H, t) , J = 6 Hz) Example-77 (1R, 2R) -2- (oleoylamino) cyclohexan-1-yl] 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propionate 3.79 g of (1R, 2R) -2- (N-oleoylamino) cyclohexanol and 3- [N- (2,2,5,5-tetramethyl-
2.59 g of 1,3-dioxane-4-carbonyl) amino] propionic acid, 2.06 g of dicyclohexylcarbodiimide and 1.22 g of 4- (N, N-dimethylamino) pyridine were dissolved in 30 ml of toluene and heated under reflux overnight. After completion of the reaction, the reaction mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and saturated saline, and dried over anhydrous sodium sulfate. The solvent was evaporated, and the residue was purified by silica gel column chromatography to give the title compound (3.27 g, yield 53%).

Properties; oily optical rotation [α] _D ; + 26.2 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1736,1654 mass spectrometry molecular formula; C ₃₆ H ₆₄ N ₂ O ₆ Theoretical value 620.4764 Measured value 620.4759 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.99 (3H, s), 1.04 (3H, s), 1.07-1.39 (24H, m), 1.43 ( 3H, s), 1.48 (3H, s), 1.50-1.83 (4H, m), 1.92-2.17 (6H, m), 2.10 (2H, t, J = 7Hz), 2.51 (2H, t, J = 6Hz ), 3.32-3.43 (1H, m), 3.57-3.68 (1H, m), 3.69 (1H, d, J = 12Hz), 3.83-3.95 (1H, m), 4.08 (1H, s), 4.64 (1H) , td, J = 11Hz, 5Hz), 5.28-5.40 (1H, m), 5.74 (1H, d, J = 8Hz), 6.95 (1H, t, J = 6Hz) Example -78 (1S, 2S)- 2- (oleoylamino) cyclohexan-1-yl 3- [N- (2,2,5,5-tetramethyl-1,3
-Dioxane-4-carbonyl) amino] propionate 3.79 g of (1S, 2S) -2- (N-oleoylamino) cyclohexanol and 3- [N- (2,2,5,5-tetramethyl-
2.59 g of 1,3-dioxane-4-carbonyl) amino] propionic acid, 2.06 g of dicyclohexylcarbodiimide and 1.22 g of 4- (N, N-dimethylamino) pyridine were dissolved in 30 ml of toluene and heated under reflux overnight. After completion of the reaction, the reaction mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and saturated saline, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was purified by silica gel column chromatography to obtain 3.52 g (yield 57%) of the title compound.

Properties; oily optical rotation [α] _D ; + 14.3 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1734,1654 mass spectrometry molecular formula; C ₃₆ H ₆₄ N ₂ O ₆ Theoretical value 620.4764 Actual value 620.4777 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.06-1.38 (24H, m), 1.43 ( 3H, s), 1.47 (3H, s), 1.48-1.80 (4H, m), 1.92-2.17 (6H, m), 2.10 (2H, t, J = 7Hz), 2.51 (2H, t, J = 6Hz ), 3.28 (1H, d, J = 12Hz), 3.45-3.57 (2H, m), 3.69 (1H, d, J = 12Hz), 3.82-3.93 (1H, m), 4.08 (1H, s), 4.64 (1H, td, J = 11Hz, 5Hz), 5.79 (1H, d, J = 8Hz), 6.91 (1H, t, J = 6Hz) Example-79 (1R, 2R) -2- (stearoylamino) cyclohexane -1-yl 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propionate 3.81 g of (1R, 2R) -2- (N-stearoylamino) cyclohexanol and 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] propionic acid 2.59 g, 2.06 g of dicyclohexylcarbodiimide and 1.22 g of 4- (N, N-dimethylamino) pyridine were dissolved in 30 ml of toluene and heated under reflux overnight. After completion of the reaction, the reaction mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and saturated saline, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was purified by silica gel column chromatography to obtain 2.82 g (yield 45%) of the title compound.

Properties; Melting point 69.1-70.2 ° C Optical rotation [α] _D ; + 25.8 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1734,1660,1646 Mass spectrometry Molecular formula; C ₃₆ H ₆₆ N ₂ O ₆ theoretical value 622.4920 measured value 622.4930 NMR (δ, CDCl ₃ ); 0.88 (3H, t, J = 7Hz), 0.99 (3H, s), 1.04 (3H, s), 1.11-1.34 (32H , m), 1.43 (3H, s), 1.48 (3H, s), 1.50-1.83 (4H, m), 1.92-2.18 (2H, m), 2.10 (2H, t, J = 7Hz), 2.51 (2H , t, J = 6Hz), 3.29 (1H, d, J = 12Hz), 3.31-3.42 (1H, m), 3.57-3.68 (1H, m), 3.69 (1H, d, J = 12Hz), 3.83- 3.95 (1H, m), 4.08 (1H, s), 4.64 (1H, td, J = 11Hz, 5Hz), 5.74 (1H, d, J = 8Hz), 6.95 (1H, t, J = 6Hz) Example -80 (1S, 2S) -2- (Linoleoylamino) cyclohexan-1-yl 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propionate 3.77 g of (1S, 2S) -2- (N-linoleoylamino) cyclohexanol and 3- [N- (2,2,5,5-tetramethyl-1,3-dioxane-4-carbonyl) amino] 2.59 g of propionic acid, 2.06 g of dicyclohexylcarbodiimide and 1.22 g of 4- (N, N-dimethylamino) pyridine were dissolved in 30 ml of toluene and heated under reflux overnight. After completion of the reaction, the reaction mixture was cooled to remove the precipitate, and the organic layer was washed with 1N hydrochloric acid, water and saturated saline, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was purified by silica gel column chromatography to obtain 2.72 g (yield 44%) of the title compound.

Properties; oily optical rotation [α] _D ; + 13.5 ° (C = 1.0, CHCl ₃ ) IR (cm ^-1 , neat); ν _{C = O} 1736,1654 mass spectrometry molecular formula; C ₃₆ H ₆₂ N ₂ O ₆ Theoretical value 618.4607 Found value 618.4612 NMR (δ, CDCl ₃ ); 0.89 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.11-1.39 (18H, m), 1.43 ( 3H, s), 1.47 (3H, s), 1.51-1.81 (4H, m), 1.95-2.18 (6H, m), 2.10 (2H, t, J = 7Hz), 2.50 (2H, t, J = 6Hz ), 2.77 (1H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.46-3.57 (2H, m), 3.69 (1H, d, J = 12Hz), 3.32-3.43 (1H, m), 4.09 (1H, s), 4.64 (1H, td, J = 11Hz, 5Hz), 5.28-5.43 (4H, m), 5.80 (1H, d, J = 8Hz), 6.91 (1H, t, J = 6 Hz) Reference Example 22 (1S, 2S) -2- (N-benzyl-N-hexylcarbamoyl) aminocyclohexanol (1S, 2S) -2-Aminocyclohexanol (345 mg) and sodium carbonate (424 mg) were dissolved in ethyl acetate (10 ml) and water (10 ml), and a solution of phenyl chlorocarbonate (470 mg) in ethyl acetate (5 ml) was added dropwise under ice-cooling stirring. Stir for hours. After completion of the reaction, the aqueous layer was separated and extracted with ethyl acetate, and the organic layers were combined and washed with saturated brine. After drying over anhydrous sodium sulfate, the solvent was distilled off, and the resulting residue was treated with N
1.15 g of -benzylhexylamine was added, and the mixture was stirred at 100 ° C for 1 hour. After completion of the reaction, the residue was purified by silica gel chromatography to obtain 866 mg (yield 87%) of the title compound.

NMR (δ, CDCl ₃ ) 0.87 (3H, t, J = 7Hz), 0.96-2.08 (16H, m), 3.15-3.54 (4H, m), 4.25 (1H, d, J = 6Hz), 4.47 (2H) , s), 4.67 (1H, d, J = 3Hz), 7.20-7.41 (5H, m) Reference Example 23 Benzyl 2- [N- (2,4-dihydroxy-3,3-dimethylbutanoyl) amino] acetate 13.0 g of pantoyl lactone, 8.3 g of glycine and 85% potassium hydroxide were dissolved in 100 ml of methanol, and the mixture was heated under reflux for 3 hours. The solvent was distilled off from the reaction solution under reduced pressure. The residue was dried, dissolved in 150 ml of dimethylformamide, 18.8 g of benzyl bromide was added, and the mixture was stirred at room temperature for 20 hours. The reaction solution was evaporated under reduced pressure, the residue was dissolved in water and extracted with ethyl acetate. The organic layer was washed with water and then saturated brine, dried over anhydrous sodium sulfate, the solvent was evaporated, and the residue was purified by silica gel column chromatography to obtain 12.8 g (43%) of the title compound.

NMR (δ, CDCl ₃ ) 0.95 (3H, s), 1.06 (3H, s), 2.73 (2H, br-s), 3.51 (1H, d, J = 11Hz), 3.56 (1H, d, J = 11Hz) ), 4.03-4.21 (2H, m), 4.09 (1H, s), 5.19 (2H, s), 7.23-7.28 (1H, m), 7.33-7.42 (5H, m) Examples 81-164 Example 1 The following compounds were produced in the same manner as in.

Example 81 Compound name: (R) -1-methyl-2-oleoylamino
Ethyl 3- [N-2,2,5,5-tetramethyl-1,3-dio
Xan-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₃H₆₀N₂O₆ Molecular weight: 580.85 Mass spectrometry Calculated value: 580.4451 Measured value: 580.4448 Melting point (℃): oil Optical rotation [α]^{twenty two} _D+ 31.1 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3332,2932,2860,1740,1660 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.99 (3H, s), 1.02 (3H, s), 1.21-1.38 (23H, m), 1.43 (3H, s), 1.47 (3H, s), 1.55-1.69 (2H, m), 1.91-2.08 (4H, m), 2.20 (2H, t, J = 7Hz), 2.44-2.62 (2H, m), 3.29 (1H, d, J = 12Hz), 3.30 -3.53 (3H, m), 3.65-3.78 (1H, m), 3.68 (1H, d, J = 12Hz), 4.07 (3H, s), 4.92-5.03 (1H, m), 5.29-5.40 (2H, m), 6.30-6.38 (1H, m), 6.91 (1H, t, J = 6Hz) Example 82 Compound name: (S) -1-methyl-2-oleoylamino
Ethyl 3- [N-2,2,5,5-tetramethyl-1,3-dio
Xan-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₃H₆₀N₂O₆ Molecular weight: 580.85 Mass spectrometry Calculated value: 580.4451 Actual value: 580.4458 Melting point (℃): oil Optical rotation [α]^{twenty three} _D+ 21.6 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3332,2932,2860,1738,1662 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.20-1.37 (23H, m), 1.43 (3H, s), 1.47 (3H, s), 1.56-1.68 (2H, m), 1.91-2.08 (4H, m), 2.20 (2H, t, J = 7Hz), 2.44-2.62 (2H, m), 3.26-3.35 (1H, m), 3.28 (1H , d, J = 12Hz), 3.42-3.58 (2H, m), 3.64-3.75 (1H, m), 3.70 (1H, d, J = 12Hz), 4.07 (1H, s), 4.93-5.03 (1H, m), 5.28-5.41 (2H, m), 6.27-6.34 (1H, m), 6.88-6.96 (1H, m) Example 83 Compound name: (1S, 2S) -2- (oleoylamino) siku
Lopentan-1-yl 3- [N- (2,2,5,5-tetra
Methyl-1,3-dioxane-4-carbonyl) amino]
Propionate structural formula:Molecular formula: C₃₅H₆₂N₂O₆ Molecular weight: 606.89 Mass spectrometry Calculated value: 606.4607 Measured value: 606.4617 Melting point (℃): oil Optical rotation [α]^{twenty three} _D+ 24.5 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3324,2932,2860,1736,1654 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.20-1.48 (22H, m), 1.43 (3H, s), 1.46 (3H, s), 1.52-2.09 (9H, m), 2.13 (2H, t, J = 7Hz), 2.18- 2.22 (1H, m), 2.54 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz) , 3.48-3.59 (2H, m), 3.69 (1H, d, J = 12 Hz), 4.08 (1H, s), 4.08-4.19 (1H, m), 4.92- 5.01 (1H, m), 5.29-5.40 (2H, m), 5.72 (1H, d, J = 7Hz), 6.98 (1H, t, J = 6Hz) Example 84 Compound name: (1R, 2R) -2- (oleoylamino) siku
Lopentan-1-yl 3- [N- (2,2,5,5-tetra
Methyl-1,3-dioxane-4-carbonyl) amino]
Propionate structural formula:Molecular formula: C₃₅H₆₂N₂O₆ Molecular weight: 606.89 Mass spectrometry Calculated value: 606.4607 Measured value: 606.4614 Melting point (℃): oil Optical rotation [α]^{twenty four} _D+ 14.9 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3328,2932,2860,1740,1656 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.99 (3H, s), 1.04 (3H, s), 1.21-1.47 (22H, m), 1.43 (3H, s), 1.46 (3H, s), 1.53-2.12 (9H, m), 2.13 (2H, t, J = 7Hz), 2.18- 2.31 (1H, m), 2.54 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz) , 3.36-3.49 (1H, m), 3.58-3.69 (1H, m), 3.69 (1H, d, J = 12Hz), 4.08 (1H, s), 4.09 -4.20 (1H, m), 4.95-5.02 ( 1H, m), 5.29-5.40 (2H, m), 5.72 (1H, d, J = 7Hz), 7.02 (1H, t, J = 6Hz) Example 85 Compound name: 4-oleoylamino- (Z) -2-butenyl
 3- [N- (2,2,5,5-tetramethyl-1,3-dioxa
N-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₄H₆₀N₂O₆ Molecular weight: 592.80 Mass spectrometry Calculated value: 592.4451 Measured value: 592.4424 Melting point (℃): oil Optical rotation [α]^{twenty four} _D+ 22.2 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3336,2932,2860,1740,1660 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.90 (3H, s), 1.04 (3H, s), 1.20-1.38 (20H, m), 1.43 (3H, s), 1.46 (3H, s), 1.54-1.69 (2H, m), 1.91-2.08 (4H, m), 2.17 (2H, t, J = 7Hz), 2.57 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz) , 3.42-3.67 (2H, m), 3.69 (1H, d, J = 12Hz), 3.97 (2H, dd, J = 6Hz, 6Hz), 4.08 (1H, s), 4.70 (2H, d, J = 6Hz) ), 5.29-5.40 (2H, m), 5.59-5.80 (3H, m), 6.88-6.96 (1H, m) Example 86 Compound name: (2R) -2-methyl-2-oleoylamino
Ethyl 3- [N- (2,2,5,5-tetramethyl-1,3-di
Oxan-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₃H₆₀N₂O₆ Molecular weight: 580.85 Mass spectrometry Calculated value: 580.4451 Actual value: 580.4458 Melting point (℃): oil Optical rotation [α]^{twenty five} _D+ 31.0 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3324,2932,2860,1740,1660 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.98 (3H, s), 1.04 (3H, s), 1.18 (3H, d, J = 6Hz), 1.23-1.39 (20H, m), 1.43 (3H) , s), 1.47 (3H, s), 1.57-1.68 (2H, m), 1.92-2.08 (4H, m), 2.16 (2H, t, J = 7Hz), 2.58 (2H, t, J = 6Hz) , 3.28 (1H, d, J = 12Hz), 3.57 (2H, dt, J = 6Hz, 6Hz), 3.69 (1H, d, J = 12Hz), 4.03-4.14 (2H, m), 4.07 (1H, s ), 4.26-4.37 (1H, m), 5.29-5.40 (2H, m), 5.84 (1H, d, J = 8Hz), 6.98 (1H, t, J = 6Hz) Example 87 Compound name: (2S) -2-methyl-2-oleoylamino
Ethyl 3- [N- (2,2,5,5-tetramethyl-1,3-di
Oxan-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₃H₆₀N₂O₆ Molecular weight: 580.85 Mass spectrometry Calculated value: 580.4451 Measured value: 580.4442 Melting point (℃): oil Optical rotation [α]^{twenty four} _D； + 13.1 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3320,2932,2860,1744,1654 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.97 (3H, s), 1.03 (3H, s), 1.16 (3H, d, J = 6Hz), 1.21-1.39 (20H, m), 1.42 (3H) , s), 1.47 (3H, s), 1.54-1.68 (2H, m), 1.92-2.08 (4H, m), 2.17 (2H, t, J = 7Hz), 2.58 (2H, t, J = 6Hz) , 3.28 (1H, d, J = 12Hz), 3.49-3.67 (2H, m), 3.69 (1H, d, J = 12Hz), 4.05 (1H, dd, J = 11Hz, 4Hz), 4.07 (1H, s ), 4.13 (1H, dd, J = 11Hz, 5Hz), 4.22-4.36 (1H, m), 5.29-5.42 (2H, m), 5.92 (1H, d, J = 8Hz), 6.92 (1H, t, J = 5 Hz) Example 88 Compound name: 4-oleoylamino- (E) -2-butenyl
 3- [N- (2,2,5,5-tetramethyl-1,3-dioxa
N-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₄H₆₀N₂O₆ Molecular weight: 592.86 Mass spectrometry Calculated value: 592.4451 Actual value: 592.4459 Melting point (℃): oil Optical rotation [α]^{twenty four} _D+ 22.1 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3328,2932,2860,1740,1660 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.21-1.38 (20H, m), 1.43 (3H, s), 1.46 (3H, s), 1.56-1.69 (2H, m), 1.91-2.08 (4H, m), 2.18 (2H, t, J = 7Hz), 2.58 (2H, t, J = 6Hz), 3.28 (2H, d, J = 12Hz) , 3.41-3.68 (2H, m), 3.69 (1H, d, J = 12Hz), 3.90 (2H, dd, J = 6Hz, 6Hz), 4.08 (1H, s), 4.57 (2H, d, J = 6Hz ), 5.28-5.41 (2H, m), 5.52-5.62 (1H, m), 5.65-5.83 (2H, m), 6.95 (1H, t, J = 6Hz) Example 89 Compound name: 4-oleoylamino -2-butynyl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate structural formula:Molecular formula: C₃₄H₅₈N₂O₆ Molecular weight: 590.85 Mass spectrometry Calculated value: 590.4294 Measured value: 590.4279 Melting point (° C): oil Optical rotation [α]^{twenty five} _D+ 21.2 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3320,2932,2860,1748,1662 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.21-1.39 (20H, m), 1.43 (3H, s), 1.47 (3H, s), 1.58-1.72 (2H, m), 1.92-2.08 (4H, m), 2.18 (2H, t, J = 7Hz), 2.61 (2H, t, J = 6Hz), 3.28 (2H, d, J = 12Hz) , 3.42-3.68 (2H, m), 3.70 (1H, d, J = 12Hz), 4.08 (1H, s), 4.08-4.11 (2H, m), 4.69-4.72 (2H, m), 5.29-5.42 ( 2H, m), 5.68- 5.78 (1H, m), 6.96 (1H, t, J = 5Hz) Example 90 Compound name: (2R) -2-oleoylamino-2-phenyl
Ruethyl 3- [N- (2,2,5,5-tetramethyl-1,3-
Dioxane-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₈H₆₂N₂O₆ Molecular weight: 642.92 Mass spectrometry Calculated value: 642.4607 Actual value: 642.4613 Melting point (℃): oil Optical rotation [α]^{twenty four} _D-0.4 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3320,2932,2864,1744,1654 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.90 (3H, s), 1.04 (3H, s), 1.21-1.38 (20H, m), 1.44 (3H, s), 1.47 (3H, s), 1.57-1.70 (2H, m), 1.92-2.08 (4H, m), 2.25 (2H, t, J = 7Hz), 2.52 (2H, t, J = 6Hz), 3.28 (2H, d, J = 12Hz) , 3.46-3.65 (2H, m), 3.69 (1H, d, J = 12Hz), 4.08 (1H, s), 4.29-4.39 (2H, m), 5.29-5.42 (3H, m), 6.60 (1H, d, J = 8Hz), 6.93 (1H, t, J = 5Hz), 7.26-7.38 (5H, m) Example 91 Compound name: (2S) -2-oleoylamino-2-phenyl
Ruethyl 3- [N- (2,2,5,5-tetramethyl-1,3-
Dioxane-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₈H₆₂N₂O₆ Molecular weight: 642.92 Mass spectrometry Calculated value: 642.4607 Actual value: 642.4613 Melting point (℃): oil Optical rotation [α]²⁶ _D＋ 40.2 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3320,2932,2860,1742,1660 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.90 (3H, s), 1.03 (3H, s), 1.21-1.39 (20H, m), 1.42 (3H, s), 1.46 (3H, s), 1.57-1.74 (2H, m), 1.92-2.08 (4H, m), 2.25 (2H, t, J = 7Hz), 2.51 (2H, t, J = 6Hz), 3.28 (2H, d, J = 12Hz) , 3.42-3.67 (2H, m), 3.68 (1H, d, J = 12Hz), 4.05 (1H, s), 4.31 (1H, dd, J = 12Hz, 5Hz), 4.39 (1H, dd, J = 12Hz) , 6Hz), 5.28-5.41 (3H, m), 6.59 (1H, d, J = 8Hz), 6.91 (1H, t, J = 5Hz), 7.25-7.38 (5H, m) Example 92 Compound name: ( trans) -2- (oleoylamino) siku
Roheptan-1-yl 3- [N- (2,2,5,5-tetra
Methyl-1,3-dioxane-4-carbonyl) amino]
Propionate structural formula:Molecular formula: C₃₇H₆₆N₂O₆ Molecular weight: 634.94 Mass spectrometry Calculated value: 634.4920 Measured value: 634.4911 Melting point (℃): oil Optical rotation [α]²⁶ _D+ 22.0 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3328,2932,2864,1734,1660 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 1.00 (3H, s), 1.04 (3H, s), 1.21-1.38 (20H, m), 1.41-2.08 (16H, m), 1.43 (3H, s) ), 1.47 (3H, s), 2.09 (2H, t, J = 7Hz), 2.50 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.32-3.44 (1H, m) , 3.57-3.68 (1H, m), 3.69 (1H, d, J = 12Hz), 3.99-4.09 (1H, m), 4.08 (1H, s), 4.77-4.84 (1H, m), 5.29-5.40 ( 2H, m), 5.82 (1H, d, J = 8Hz), 6.97 (1H, t, J = 6Hz) Example 93 Compound name: (trans) -2- (oleoylamino) siku
Roheptan-1-yl 3- [N- (2,2,5,5-tetra
Methyl-1,3-dioxane-4-carbonyl) amino]
Propionate structural formula:Molecular formula: C₃₇H₆₆N₂O₆ Molecular weight: 634.94 Mass spectrometry Calculated value: 634.4920 Measured value: 634.4904 Melting point (℃): oil Optical rotation [α]²⁶ _D； + 13.1 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3324,2932,2864,1734,1650 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.21-1.38 (20H, m), 1.40-2.08 (16H, m), 1.43 (3H, s) ), 1.47 (3H, s), 2.10 (2H, t, J = 7Hz), 2.50 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.51 (2H, dt, J = 6Hz, 6Hz), 3.69 (1H, d, J = 12Hz), 3.97-4.08 (1H, m), 4.09 (1H, s), 4.77-4.84 (1H, m), 5.29-5.42 (2H, m), 5.89 (1H, d, J = 8Hz), 6.92 (1H, t, J = 6Hz) Example 94 Compound name: (2S) -3-methyl-2-oleoylamino
Butyl 3- [N- (2,2,5,5-tetramethyl-1,3-di
Oxan-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₅H₆₄N₂O₆ Molecular weight: 608.91 Mass spectrometry Calculated value: 608.4764 Measured value: 608.4741 Melting point (℃): Oil optical rotation [α]^{twenty four} _D+ 4.9 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3324,2932,2860,1742,1652 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.93 (3H, d, J = 6Hz), 0.95 (3H, d, J = 6Hz), 0.97 (3H, s), 1.07 (3H, s), 1.21 -1.39 (20H, m), 1.43 (3H, s), 1.47 (3H, s), 1.56-1.86 (3H, s), 1.90-2.08 (4H, m), 2.20 (2H, t, J = 7Hz) , 2.56 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.56 (2H, dt, J = 6Hz, 6Hz), 3.68 (1H, d, J = 12Hz), 3.95-4.29 (3H, m), 4.07 (1H, s), 5.29-5.41 (2H, m), 5.79 (1H, d, J = 8Hz), 6.93 (1H, t, J = 6Hz) Example 95 Compound name: ( 2S) -2-Oleoylaminobutyl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate structural formula:Molecular formula: C₃₄H₆₂N₂O₆ Molecular weight: 594.88 Mass spectrometry Calculated value: 594.4607 Measured value: 594.4597 Melting point (℃): oil Optical rotation [α]^{twenty five} _D+ 6.2 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3320,2932,2864,1742,1652 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.91 (3H, t, J = 7Hz), 0.97 (3H, s), 1.03 (3H, s), 1.21-1.38 (20H, m), 1.42 (3H) , s), 1.44-1.68 (4H, m), 1.47 (3H, s), 1.91-2.08 (4H, m), 2.17 (2H, t, J = 7Hz), 2.58 (2H, t, J = 6Hz) , 3.29 (1H, d, J = 12Hz), 3.57 (2H, dt, J = 6Hz, 6Hz), 3.68 (1H, d, J = 12Hz), 4.03-4.24 (3H, m), 4.07 (1H, s) ), 5.29-5.42 (2H, m), 5.84 (1H, d, J = 8Hz), 6.92 (1H, t, J = 6Hz) Example 96 Compound name: 2-oleoylamino-1-phenylethyl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₈H₆₂N₂O₆ Molecular weight: 642.92 Mass spectrometry Calculated value: 642.4607 Measured value: 642.4606 Melting point (° C): oil Optical rotation [α]^{twenty four} _D+ 24.3 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3324,2932,2864,1744,1660 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.91 (3 / 2H, s), 0.99 (3 / 2H, s), 1.03 (3 / 2H, s), 1.04 (3 / 2H, s), 1.19 -1.38 (20H, m), 1.41 (3 / 2H, s), 1.42 (3 / 2H, s), 1.43 (3H, s), 1.52-1.66 (2H, m), 1.92-2.08 (4H, m) , 2.12-2.22 (2H, m), 2.48- 2.67 (2H, m), 3.26 (1 / 2H, d, J = 12Hz), 3.29 (1 / 2H, d, J = 12Hz), 3.42-3.85 (4H , m), 3.68 (1H, d, J = 12Hz), 4.06 (1 / 2H, s), 4.07 (1 / 2H, s), 5.29-5.41 (2H, m), 5.84 (1 / 2H, d, J = 8Hz), 5.86 (1 / 2H, d, J = 8Hz), 6.16-6.27 (1H, m), 6.88-6.97 (1H, m), 7.27-7.38 (5H, m) Example 97 Compound name: (2S) -2-oleoylamino-3-phenyl
Propyl 3- [N- (2,2,5,5-tetramethyl-1,3-
Dioxane-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₉H₆₄N₂O₆ Molecular weight: 656.95 Mass spectrometry Calculated value: 656.4764 Measured value: 656.4740 Melting point (℃): oil Optical rotation [α]^{twenty five} _D+ 18.3 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3316,2932,2860,1742,1660 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.97 (3H, s), 1.03 (3H, s), 1.17-1.38 (20H, m), 1.41 (3H, s), 1.46 (3H, s), 1.50-1.68 (2H, m), 1.92-2.08 (4H, m), 2.16 (2H, t, J = 7Hz), 2.59 (2H, t, J = 6Hz), 2.78 (1H, dd, J = 13Hz, 6Hz), 2.89 (1H, dd, J = 13Hz, 7Hz), 3.28 (1H, d, J = 12Hz), 3.39-3.69 (2H, m), 3.69 (1H, d, J = 12Hz,), 4.04- 4.09 (2H, m), 4.08 (1H, s), 4.37-4.47 (1H, m), 5.28-5.41 (2H, m), 6.07 (1H, d, J = 8Hz), 6.93 (1H, t, J = 5Hz), 7.16-7.32 (5H, m) Example 98 Compound name: (2S) -4-methyl-2-oleoylamino
Pentyl 3- [N- (2,2,5,5-tetramethyl-1,3-
Dioxane-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₆H₆₆N₂O₆ Molecular weight: 622.93 Mass spectrometry Calculated value: 622.4920 Measured value: 622.4895 Melting point (℃): oil Optical rotation [α]^{twenty five} _D+ 7.6 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3320,2932,2864,1742,1652 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.91 (3H, t, J = 6Hz), 0.93 (3H, t, J = 6Hz), 0.97 (3H, s), 1.03 (3H, s), 1.19 -1.41 (20H, m), 1.42 (3H, s), 1.47 (3H, s), 1.53-1.77 (5H, m), 1.90-2.08 (4H, m), 2.17 (2H, t, J = 7Hz) , 2.57 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.56 (2H, dt, J = 6Hz, 6Hz), 3.68 (1H, d, J = 12Hz), 4.07 (1H , s), 4.07 (1H, dd, J = 11Hz, 4Hz), 4.13 (1H, dd, J = 11Hz, 4Hz), 4.21- 4.35 (1H, m), 5.28-5.41 (2H, m), 5.72 ( 1H, d, J = 8Hz), 6.94 (1H, t, J = 6Hz) Example 99 Compound name: 2-oleoylamino-2,2-pentamethylene
Ethyl 3- [N- (2,2,5,5-tetramethyl-1,3-di
Oxan-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₇H₆₆N₂O₆ Molecular weight: 634.94 Mass spectrometry Calculated value: 634.4920 Measured value: 634.4899 Melting point (° C): oil Optical rotation [α]²⁹ _D+ 22.0 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3352,2936,2864,1742,1664 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.97 (3H, s), 1.04 (3H, s), 1.21-1.67 (32H, m), 1.42 (3H, s), 1.46 (3H, s), 1.91-2.13 (4H, m), 2.15 (2H, t, J = 7Hz), 2.56 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.46-3.63 (2H, m) , 3.68 (1H, d, J = 12Hz), 4.07 (1H, s), 4.31 (1H, d, J = 11Hz), 4.36 (1H, d, J = 11Hz), 5.13 (1H, s), 5.28- 5.42 (2H, m), 6.96 (1H, t, J = 5Hz) Example 100 Compound name: (2S) -2-oleoylamino-2-phenyl
Ruethyl 3- [N- (2,2,5,5-tetramethyl-1,3-
Dioxane-4-carbonyl) amino] acetate Structural formula:Molecular formula: C₃₇H₆₀N₂O₆ Molecular weight: 628.90 Mass spectrometry Calculated value: 628.4451 Measured value: 628.4440 Melting point (℃): oil Optical rotation [α]²⁹ _D＋ 46.9 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3320,2932,2864,1760,1662 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 1.04 (6H, s), 1.19-1.38 (20H, m), 1.43 (3H, s), 1.48 (3H, s), 1.51- 1.69 (2H, m) ), 1.91-2.05 (4H, m), 2.24 (2H, t, J = 7Hz), 3.30 (1H, d, J = 12Hz), 3.69 (1H, d, J = 12Hz), 3.98 (2H, d, J = 5Hz), 4.09 (1H, s), 4.39 (1H, dd, J = 11Hz, 6Hz), 4.56 (1H, dd, J = 11Hz, 5Hz), 5.28-5.40 (3H, m), 6.25 (1H) , d, J = 8Hz), 7.00 (1H, t, J = 5Hz), 7.26-7.39 (5H, m) Example 101 Compound name: (2S) -2-oleoylamino-2-phenyl
Ruethyl 4- [N- (2,2,5,5-tetramethyl-1,3-
Dioxan-4-carbonyl) amino] butanoate Structural formula:Molecular formula: C₃₉H₆₄N₂O₆ Molecular weight: 656.95 Mass spectrometry Calculated value: 656.4764 Found value: 656.4770 Melting point (℃): oil Optical rotation [α]³⁰ _D＋ 41.4 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3320,2932,2864,1744,1654 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.99 (3H, s), 1.06 (3H, s), 1.21-1.38 (20H, m), 1.44 (3H, s), 1.48 (3H, s), 1.56-2.07 (8H, m), 2.26 (2H, t, J = 7Hz), 2.32 (2H, t, J = 6Hz), 3.16-3.38 (2H, m), 3.30 (1H, d, J = 12Hz) , 3.70 (1H, d, J = 12Hz), 4.09 (1H, s), 4.38 (1H, dd, J = 11Hz, 6Hz), 4.44 (1H, dd, J = 11Hz, 5Hz), 5.28-5.42 (3H , m), 6.64 (1H, t, J = 5Hz), 6.76 (1H, d, J = 8Hz), 7.26-7.38 (5H, m) Example 102 Compound name: (2S) -2-oleoylamino- 2-pheny
Ruethyl 5- [N- (2,2,5,5-tetramethyl-1,3-
Dioxane-4-carbonyl) amino] pentanoate Structural formula:Molecular formula: C₄₀H₆₆N₂O₆ Molecular weight: 670.98 Mass spectrometry Calculated value: 670.4920 Measured value: 670.4912 Melting point (℃): oil Optical rotation [α]³⁰ _D＋ 40.6 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3324,2932,2864,1742,1654 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.99 (3H, s), 1.05 (3H, s), 1.20-1.38 (20H, m), 1.43 (3H, s), 1.47 (3H, s), 1.47-1.70 (6H, m), 1.92-2.08 (4H, m), 2.22 (2H, t, J = 7Hz), 2.33 (2H, t, J = 6Hz), 3.12- 3.30 (2H, m), 3.29 (1H, d, J = 12Hz), 3.69 (1H, d, J = 12Hz), 4.08 (1H, s), 4.28 (1H, dd, J = 11Hz, 5Hz), 4.43 (1H, dd, J = 11Hz) , 6Hz), 5.28-5.40 (3H, m), 6.19 (1H, d, J = 8Hz), 6.68 (1H, t, J = 5Hz), 7.26-7.39 (5H, m) Example 103 Compound name: ( 1S, 2S) -2- (2,2-Dimethylstearloy
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₃₈H₇₀N₂O₆ Molecular weight: 650.99 Mass spectrometry Calculated value: 650.5233 Actual value: 650.5244 Melting point (℃): oil Optical rotation [α]²⁸ _D+ 10.6 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3380,2932,2860,1734 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.09 (6H, s), 1.10-2.16 (38H, m), 1.43 (3H, s), 1.47 (3H, s), 2.42-2.62 (2H, m), 3.28 (1H, d, J = 12Hz), 3.39-3.63 (2H, m), 3.69 (1H, d, J = 12Hz), 3.81- 3.93 (1H, m), 4.08 (1H, s), 4.73 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.80 (1H, d, J = 8Hz), 6.92 (1H, t, J = 5Hz ) Example 104 Compound name: (1S, 2S) -2- (2,2-dimethyloleoy
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₃₈H₆₈N₂O₆ Molecular weight: 648.97 Mass spectrometry Calculated value: 648.5077 Actual value: 648.5063 Melting point (℃): Oil Optical rotation [α]²⁸ _D+ 10.9 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3380,2936,2864,1734,1672 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.002.18 (34H, m), 1.03 (3H, s), 1.08 (6H, s), 1.42 (3H, s), 1.47 (3H, s), 2.41-2.62 (2H, m), 3.28 (1H, d, J = 12Hz), 3.38-3.62 (2H, m), 3.69 (1H, d, J = 12Hz), 3.80-3.92 (1H, m), 4.07 (1H, s), 4.73 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.28-5.41 (2H, m), 5.79 (1H, d, J = 8Hz), 6.92 ( 1H, t, J = 5Hz) Example 105 Compound name: (1S, 2S) -2- (2-methyloleoyl)
Aminocyclohexane-1-yl 3- [N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate structural formula:Molecular formula: C₃₇H₆₆N₂O₆ Molecular weight: 634.94 Mass spectrometry Calculated value: 634.4920 Measured value: 634.4950 Melting point (° C): oil Optical rotation [α]²⁸ _D+ 10.8 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3324,2936,2864,1734 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.03 (3H, s), 1.06 (3 / 2H, d, J = 7Hz), 1.08 (3 / 2H, d, J = 7Hz), 1.09-2.18 (35H, m), 1.43 (3H, s), 1.47 (3H, s), 2.50 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.51 ( 2H, dt, J = 6Hz, 6Hz), 3.69 (1H, d, J = 12Hz), 3.81-3.94 (1H, m), 4.08 (1H, s), 4.61-4.73 (1H, m), 5.28-5.42 (2H, m), 5.70-5.78 (1H, m), 6.91 (1H, t, J = 6Hz) Example 106 Compound name: (1S, 2S) -2- (2-methylpalmitoi)
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₃₅H₆₄N₂O₆ Molecular weight: 608.91 Mass spectrometry Calculated value: 608.4764 Measured value: 608.4754 Melting point (° C): 77 to 79 ° C (benzene / hexane) Optical rotation [α]²⁸ _D+ 14.4 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3312,2932,2860,1742,1652 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.03 (3H, s), 1.39 (3H, d, J = 7Hz), 1.10-2.18 (35H, m), 1.43 (3H) , s), 1.47 (3H, s), 2.43-2.58 (2H, m), 3.28 (1H, d, J = 12Hz), 3.51 (2H, dt, J = 6Hz, 6Hz), 3.69 (1H, d, J = 12Hz), 3.81-3.93 (1H, m), 4.08 (1H, s), 4.68 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.76 (1H, d, J = 8Hz), 6.91 (1H , t, J = 6 Hz) Example 107 Compound name: (1S, 2S) -2- (2-methylpalmitoi)
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₃₅H₆₄N₂O₆ Molecular weight: 608.91 Mass spectrometry Calculated value: 608.476 Measured value: 608.4762 Melting point (℃): 92-94 ℃ (benzene / hexane) Optical rotation [α]¹⁹ _D+ 6.7 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3284,2928,2860,1736,1652 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.03 (3H, s), 1.06 (3H, d, J = 7Hz), 1.10-2.17 (35H, m), 1.43 (3H) , s), 1.47 (3H, s), 2.50 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.51 (2H, dt, J = 6Hz, 6Hz), 3.69 (1H, d, J = 12Hz), 3.82-3.95 (1H, m), 4.08 (1H, s), 4.67 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.73 (1H, d, J = 8Hz), 6.92 (1H, t, J = 6Hz) Example 108 Compound name: (1S, 2S) -2- (2-ethylmyristoi
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₃₄H₆₂N₂O₆ Molecular weight: 594.88 Mass spectrometry Calculated value: 594.4607 Measured value: 594.4621 Melting point (℃): oil Optical rotation [α]¹⁹ _D+ 10.1 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3320,2936,2864,1734,1648 NMR (δ, CDCl₃): 0.85 (3H, t, J = 7Hz), 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.10-2.23 (33H, m), 1.43 (3H) , s), 1.47 (3H, s), 2.42-2.59 (2H, m), 3.28 (1H, d, J = 12Hz), 3.51 (2H, dt, J = 6Hz, 6Hz), 3.69 (1H, d, J = 12Hz), 3.82-3.95 (1H, m), 4.08 (1H, s), 4.68 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.85 (1H, d, J = 8Hz), 6.92 (1H , t, J = 6 Hz) Example 109 Compound name: (1S, 2S) -2- (2-propyl stearloy)
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₃₉H₇₂N₂O₆ Molecular weight: 665.01 Mass spectrometry Calculated value: 664.5390 Measured value: 664.5395 Melting point (℃): Caramel optical rotation [α]¹⁹ _D+ 9.6 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3288,2932,2860,1730,1670,1644 NMR (δ, CDCl₃): 0.87 (3H, t, J = 7Hz), 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.12-2.23 (43H, m), 1.43 (3H) , s), 1.47 (3H, s), 2.42-2.58 (2H, m), 3.28 (1H, d, J = 12Hz), 3.51 (2H, dt, J = 6Hz, 6Hz), 3.69 (1H, d, J = 12Hz), 3.83-3.95 (1H, m), 4.08 (1H, s), 4.68 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.82 (1H, d, J = 8Hz), 6.92 (1H , t, J = 6 Hz) Example 111 Compound name: (1S, 2S) -2- (2-propyl stearloy)
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₃₉H₇₂N₂O₆ Molecular weight: 665.01 Mass spectrometry Calculated value: 664.5390 Measured value: 664.5390 Melting point (° C): 103 to 105 ° C (benzene / hexane) Optical rotation [α]²⁰ _D+ 8.0 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3288,2928,2860,1730,1666,1644 NMR (δ, CDCl₃): 0.86 (3H, t, J = 7Hz), 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.11-2.21 (43H, m), 1.43 (3H) , s), 1.47 (3H, s), 2.41-2.60 (2H, m), 3.28 (1H, d, J = 12Hz), 3.51 (2H, dt, J = 6Hz, 6Hz), 3.69 (1H, d, J = 12Hz), 3.83-3.97 (1H, m), 4.08 (1H, s), 4.68 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.77 (1H, d, J = 8Hz), 6.92 (1H , t, J = 6 Hz) Example 112 Compound name: (1S, 2S) -2- (1-dodecylcyclopen
Tancarbonyl) aminocyclohexan-1-yl 3
-[(2,2,5,5-Tetramethyl-1,3-dioxane-4-
Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₆H₆₄N₂O₆ Molecular weight: 620.92 Mass spectrometry Calculated value: 620.4476 Measured value: 620.4775 Melting point (℃): Oil Optical rotation [α]^{twenty two} _D+ 9.2 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3360,2932,2864,1732 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.11-2.18 (38H, m), 1.43 (3H, s), 1.47 (3H, s), 2.42-2.62 (2H, m), 3.28 (1H, d, J = 12Hz), 3.38-3.42 (2H, m), 3.69 (1H, d, J = 12Hz), 3.80-3.92 (1H, m), 4.08 (1H, s), 4.73 (1H, ddd, J = 11 Hz, 11Hz, 4Hz), 5.76 (1H, d, J = 8Hz), 6.92 (1H, t, J = 6Hz) Example 113 Compound name: ( 1S, 2S) -2- (1-decylcyclobutane
Carbonyl) aminocyclohexan-1-yl 3-
[(2,2,5,5-Tetramethyl-1,3-dioxane-4-carb
Lubonyl) amino] propionate Structural formula:Molecular formula: C₃₃H₅₈N₂O₆ Molecular weight: 578.84 Mass spectrometry Calculated value: 578.4294 Measured value: 578.4285 Melting point (℃): oil Optical rotation [α]^{twenty two} _D+ 8.9 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3336,2936,2864,1734 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.06-1.40 (20H, m), 1.43 (3H, s), 1.47 (3H, s), 1.57-2.34 (12H, m), 2.43-2.62 (2H, m), 3.28 (1H, d, J = 12Hz), 3.41-3.62 (2H, m), 3.69 (1H, d, J = 12Hz), 3.81 -3.94 (1H, m), 4.07 (1H, s), 4.71 (1H, ddd, J = 11Hz, 11Hz, 5Hz), 5.59 (1H, d, J = 8Hz), 7.92 (1H, t, J = 5Hz ) Example 114 Compound name: (1S, 2S) -2- (1-9-octadecenyl
Cyclopentanecarbonyl) aminocyclohexane-1
-Yl 3- [N- (2,2,5,5-tetramethyl-1,3-di
Oxan-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₄₂H₇₄N₂O₆ Molecular weight: 701.05 Mass spectrometry Calculated value: 702.5546 Actual value: 702.5570 Melting point (° C): oil Optical rotation [α]^{twenty two} _D+ 8.6 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3368,2932,2864,1734 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.09-2.17 (46H, m), 1.43 (3H, s), 1.47 (3H, s), 2.41-2.61 (2H, m), 3.28 (1H, d, J = 12Hz), 3.37-3.62 (2H, m), 3.69 (1H, d, J = 12Hz), 3.81- 3.93 (1H, m), 4.08 (1H, s), 4.73 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.28-5.40 (2H, m), 5.75 (1H, d, J = 8Hz), 6.93 (1H, t, J = 5Hz ) Example 115 Compound name: (1S, 2S) -2-[(1-methyl-8-hep
Tadecenyl) carbamoyl] aminocyclohexane-1
-Yl 3- [N- (2,2,5,5-tetramethyl-1,3-di
Oxan-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₇H₆₇N₃O₆ Molecular weight: 649.96 Mass spectrometry Calculated value: 649.5029 Actual value: 649.5029 Melting point (℃): oil Optical rotation [α]^{twenty one} _D+ 19.3 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3360,2936,2864,1734,1682,1644 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.08 (3 / 2H, d, J = 6Hz), 1.09 (3 / 2H, d, J =) 6Hz), 1.14-1.50 (24H, m), 1.44 (3H, s), 1.47 (3H, s), 1.52-2.26 (11H, m), 2.37-2.59 (2H, m), 3.28-3.46 (1H, m), 3.58-3.80 (3H, m), 3.69 (1H, d, J = 12Hz), 4.10 (1H, s), 4.55 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.28-5.42 (2H , m), 6.86-6.96 (1H, m) Example 116 Compound name: (1S, 2S) -2-[(1-methylheptadecyl
) Carbamoyl] aminocyclohexan-1-yl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₅H₆₅N₃O₆ Molecular weight: 623.92 Mass spectrometry Calculated value: 623.4873 Measured value: 623.4852 Melting point (℃): Oil optical rotation [α]^{twenty one} _D+ 20.5 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3360,2932,2860,1738,1682,1642 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.08 (3H, d, J = 6Hz), 1.12-1.78 (32H, m), 1.44 (3H) , s), 1.47 (3H, s), 1.94-2.58 (4H, m), 3.28 (1H, d, J = 12Hz), 3.34-3.79 (4H, m), 3.69 (1H, d, J = 12Hz) , 4.10 (1H, s), 4.55 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 6.92 (1H, t, J = 5Hz) Example 117 Compound name: (1S, 2S) -2- (1- Octyl cyclobuta
Carbonyl) aminocyclohexan-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate structural formula:Molecular formula: C₃₁H₅₄N₂O₆ Molecular weight: 550.78 Mass spectrometry Calculated value: 550.3981 Measured value: 550.4005 Melting point (℃): Oil optical rotation [α]³⁰ _D； + 13.1 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3336,2932,2860,1732 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.06-1.58 (16H, m), 1.43 (3H, s), 1.47 (3H, s), 1.60-2.36 (12H, m), 2.43-2.63 (2H, m), 3.28 (1H, d, J = 12Hz), 3.39-3.63 (2H, m), 3.69 (1H, d, J = 12Hz), 3.81 -3.94 (1H, m), 4.08 (1H, s), 4.72 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.60 (1H, d, J = 8Hz), 6.93 (1H, t, J = 5Hz ) Example 118 compound name: (1S, 2S) -2- (2-isopropyllauro)
Ayl) aminocyclohexane-1-yl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate Structural formula:Molecular formula: C₃₃H₆₀N₂O₆ Molecular weight: 580.85 Mass spectrometry Calculated value: 580.4451 Actual value: 580.4435 Melting point (℃): wax Optical rotation [α]²⁷ _D+ 11.9 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3288,2932,2860,1730 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.88 (3H, d, J = 6Hz), 0.91 (3H, d, J = 6Hz), 0.96 (3H, s), 1.04 (3H, s), 1.00 -1.82 (26H, m), 1.43 (3H, s), 1.47 (3H, s), 1.93-2.04 (1H, m), 2.15-2.26 (1H, m), 2.41- 2.58 (2H, m), 3.28 (1H, d, J = 12Hz), 3.42-3.60 (2H, m), 3.69 (1H, d, J = 12Hz), 3.82-3.94 (1H, m), 4.08 (1H, s), 4.67 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.87 (1H, d, J = 8Hz), 6.91 (1H, t, J = 5Hz) Example 119 Compound name: (1S, 2S) -2- (2-isopropyl) Lauro
Ayl) aminocyclohexane-1-yl 3- [N-
(3,3,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate Structural formula:Molecular formula: C₃₃H₆₀N₂O₆ Molecular weight: 580.85 Mass spectrometry Calculated value: 580.4451 Measured value: 580.4458 Melting point (℃): Caramel optical rotation [α]³⁰ _D+ 10.6 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3276,2932,2860,1730 NMR (δ, CDCl₃): 0.85 (3H, d, J = 6Hz), 0.88 (3H, t, J = 7Hz), 0.89 (3H, d, J = 6Hz), 0.96 (3H, s), 1.04 (3H, s), 1.05 -1.83 (26H, m), 1.43 (3H, s), 1.47 (3H, s), 1.92-2.04 (1H, m), 2.13-2.22 (1H, m), 2.40-2.58 (2H, m), 3.28 (1H, d, J = 12Hz), 3.45-3.58 (2H, m), 3.69 (1H, d, J = 12Hz), 3.85-3.97 (1H, m), 4.08 (1H, s), 4.68 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.78 (1H, d, J = 8Hz), 6.90 (1H, t, J = 5Hz) Example 120 Compound name: (1S, 2S) -2- (1-hexyl) Cyclo pig
Carbonyl) aminocyclohexan-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate structural formula:Molecular formula: C₂₉H₅₀N₂O₆ Molecular weight: 522.73 Mass spectrometry Calculated value: 522.3668 Measured value: 522.3668 Melting point (℃): oil Optical rotation [α]³⁰ _D+ 13.8 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3336,2936,2864,1732 NMR (δ, CDCl₃): 0.87 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.07-1.58 (12H, m), 1.42 (3H, s), 1.47 (3H, s), 1.61-2.34 (12H, m), 2.43-2.62 (2H, m), 3.28 (1H, d, J = 12Hz), 3.41-3.62 (2H, m), 3.69 (1H, d, J = 12Hz), 3.82 -3.93 (1H, m), 4.07 (1H, s), 4.71 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.60 (1H, d, J = 8Hz), 6.92 (1H, t, J = 5Hz ) Example 121 Compound name: (1S, 2S) -2- (1-butylcyclobutane
Carbonyl) aminocyclohexan-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate structural formula:Molecular formula: C₂₇H₄₆N₂O₆ Molecular weight: 494.67 Mass spectrometry Calculated value: 494.3355 Actual value: 494.3366 Melting point (℃): Caramel optical rotation [α]³⁰ _D+ 15.2 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3348,2940,2868,1732 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.05-1.58 (8H, m), 1.43 (3H, s), 1.47 (3H, s), 1.62-2.33 (12H, m), 2.44-2.61 (2H, m), 3.28 (1H, d, J = 12Hz), 3.41-3.63 (2H, m), 3.69 (1H, d, J = 12Hz), 3.81 -3.94 (1H, m), 4.08 (1H, s), 4.72 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.61 (1H, d, J = 8Hz), 6.93 (1H, t, J = 5Hz ) Example 122 Compound name: (1S, 2S) -2- (1-decylcyclobutane
Carbonyl) aminocyclohexan-1-yl 3-
[N- (2,4-dihydroxy-3,3-dimethyl-1-oxy
Sobutyl) amino] propionate Structural formula:Molecular formula: C₃₀H₅₄N₂O₆ Molecular weight: 538.77 Mass spectrometry Calculated value: 538.3981 Measured value: 538.3989 Melting point (℃): oil Optical rotation [α]²⁸ _D+ 10.6 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 2932,2860,1732 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.97 (3H, s), 1.05 (3H, s), 1.06-1.44 (20H, m), 1.46-2.28 (12H, m), 2.44-2.64 (2H) , m), 2.77 (2H, br-s), 3.46-3.68 (2H, m), 3.49 (1H, d, J = 11Hz), 3.56 (1H, d, J = 11Hz), 3.84-3.98 (1H, m), 4.05 (1H, s), 4.69 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.53 (1H, d, J = 9Hz), 7.37 (1H, t, J = 5Hz) Example 123 Compound Name: (1S, 2S) -2- (1-methyllauroyl)
Aminocyclohexane-1-yl 3- [N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate structural formula:Molecular formula: C₃₁H₅₆N₂O₆ Molecular weight: 552.80 Mass spectrometry Calculated value: 552.4138 Measured value: 552.4127 Melting point (℃): oil Optical rotation [α]³¹ _D＋ 15.8 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3304,2932,2860,1738 NMR (δ, CDCl₃): 0.87 (3H, t, J = 7Hz), 0.95 (3H, s), 1.03 (3H, s), 1.07 (3H, d, J = 7Hz), 1.10-1.38 (20H, m), 1.42 (3H) , s), 1.46 (3H, s), 1.48-2.19 (7H, m), 2.42-2.57 (2H, m), 3.28 (1H, d, J = 12Hz), 3.51 (2H, dt, J = 6Hz, 6Hz), 3.69 (1H, d, J = 12Hz), 3.81-3.94 (1H, m), 4.08 (1H, s), 4.68 (1H, ddd, J = 4Hz), 5.76 (1H, d, J = 8Hz ), 6.92 (1H, t, J = 6 Hz) Example 124 Compound name: (1S, 2S) -2- (1-methyllauroyl)
Aminocyclohexane-1-yl 3- [N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate structural formula:Molecular formula: C₃₁H₅₆N₂O₆ Molecular weight: 552.80 Mass spectrometry Calculated value: 552.4138 Measured value: 552.4139 Melting point (℃): wax Optical rotation [α]³¹ _D+ 7.6 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3272,2932,2860,1744 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.30 (3H, s), 1.06 (3H, d, J = 7Hz), 1.10-1.39 (20H, m), 1.43 (3H) , s), 1.47 (3H, s), 1.49-2.16 (7H, m), 2.50 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.51 (2H, dt, J = 6Hz, 6Hz), 3.69 (1H, d, J = 12Hz), 3.82-3.96 (1H, m), 4.08 (1H, m), 4.67 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.73 (1H) , d, J = 8Hz), 6.92 (1
H, t, J = 6 Hz) Example 125 Compound name: (1S, 2S) -2- (2-decyllauroyl)
Aminocyclohexane-1-yl 3- [N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino] propionate structural formula:Molecular formula: C₄₀H₇₄N₂O₆ Molecular weight: 679.04 Mass spectrometry Calculated value: 678.5546 Actual value: 678.5535 Melting point (° C): 70 to 71 ° C (hexane) Optical rotation [α]²⁸ _D+ 10.3 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3288,2928,2856,1732 NMR (δ, CDCl₃): 0.88 (6H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.08-2.22 (45H, m), 1.43 (3H, s), 1.47 (3H, s), 2.39-2.58 (2H, m), 3.28 (1H, d, J = 12Hz), 3.51 (2H, dt, J = 6Hz, 6Hz), 3.69 (1H, d, J = 12Hz), 3.83-3.96 (1H, m), 4.08 (1H, s), 4.68 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.82 (1H, d, J = 8Hz), 6.90 (1H, t, J = 8Hz) Example 126 Compound Name: (1S, 2S) -2- (N-decyl-N-isop
Ropylcarbamoyl) aminocyclohexan-1-yl
 3- [N- (2,2,5,5-tetramethyl-1,3-dioxa
N-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₂H₅₉N₃O₆ Molecular weight: 581.84 Mass spectrometry Calculated value: 581.4403 Measured value: 581.4414 Melting point (° C): oil Optical rotation [α]²⁷ _D+ 30.1 ° (C = 0.5, CHCl₃) IR (ν_neat,cm^-1): 2932,2860,1732 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.03 (3H, s), 1.10 (6H, d, J = 7Hz), 1.15-2.21 (24H, m), 1.42 (3H) , s), 1.47 (3H, s), 2.47-2.62 (2H, m), 2.93 (2H, t, J = 7Hz), 3.28 (1H, d, J = 12Hz), 3.34-3.64 (2H, m) , 3.69 (1H, d, J = 12Hz), 3.74-3.88 (1H, m), 4.08 (1H, s), 4.18-4.33 (1H, m), 4.38-4.46 (1H, m), 4.71 (1H, m) ddd, J = 11Hz, 11Hz, 4Hz), 6.93 (1H, t, J = 5Hz) Example 127 Compound name: (1S, 2S) -2- [N- (2,2-dimethylpro)
Pill) -N-nonylcarbamoyl] aminocyclohexa
N-1-yl 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propio
Nate structural formula:Molecular formula: C₃₃H₆₁N₃O₆ Molecular weight: 595.87 mass spectrometry m / e 595 (M⁺) Melting point (° C): 69.4 to 72.9 ° C (n-hexane) IR (ν_KBr,cm^-1): 3388,2932,1730,1670,1618,1378,1098 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.91 (9H, s), 0.96 (9H, s), 1.04 (3H, s), 1.05-2.21 (22H, m), 1.42 (3H, s), 1.47 (3H, s), 2.43-2.62 (2H, m), 2.91 (1H, d, J = 15Hz), 2.97-3.10 (1H, m), 3.05 (1H, d, J = 15Hz), 3.16-3.27 (1H, m), 3.28 (1H, d, J = 12Hz), 3.37-3.64 (2H, m), 3.69 (1H, d, J = 12Hz), 3.71-3.86 (1H, m), 4.08 (1H, s), 4.52 (1H, d, J = 8Hz), 4.70 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 6.92 (1H, t, J = 5Hz) Elemental analysis Calculated value: C, 66.52 H, 10.32 N, 7.05 Found: C, 66.26 H, 10.55 N, 7.30 Example 128 Compound name: (1S, 2S) -2- (2-phenylmethylcap)
Liloyl) aminocyclohexane-1-yl 3- [N
-(2,2,5,5-tetramethyl-1,3-dioxane-4-ca
Lubonyl) amino] propionate Structural formula:Molecular formula: C₃₃H₅₂N₂O₆ Molecular weight: 572.79 Mass spectrometry Calculated value: 572.3825 Actual value: 572.3841 Melting point (℃): Caramel optical rotation [α]^{twenty one} _D-5.8 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3304,2936,2864,1734,1662,1646 NMR (δ, CDCl₃): 0.87 (3H, t, J = 7Hz), 0.95 (3H, s), 1.03 (3H, s), 1.05-1.95 (18H, m), 1.42 (3H, s), 1.46 (3H, s), 2.09-2.24 (1H, m), 2.37-2.54 (2H, m), 2.68 (2H, dd, J = 13Hz, 5Hz), 2.83 (1H, dd, J = 13Hz, 10Hz), 3.28 (1H, d, J = 12Hz), 3.48 (2H, dt, J = 6Hz, 6Hz), 3.68 (1H, d, J = 12Hz), 3.70-3.82 (1H, m), 4.07 (1H, s), 4.50 (1H, ddd) , J = 11Hz, 11Hz, 4Hz), 5.42 (1H, d, J = 8Hz), 6.88 (1H, t, J = 6Hz), 7.12-7.26 (5H, m) Example 129 Compound name: (1S, 2S ) -2- (2-Phenylmethylcap)
Liloyl) aminocyclohexane-1-yl 3- [N
-(2,2,5,5-tetramethyl-1,3-dioxane-4-ca
Lubonyl) amino] propionate Structural formula:Molecular formula: C₃₃H₅₂N₂O₆ Molecular weight: 572.79 Mass spectrometry Calculated value: 572.3825 Measured value: 572.3812 Melting point (℃): Caramel optical rotation [α]^{twenty one} _D+ 26.1 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3320,2940,2864,1734,1652 NMR (δ, CDCl₃): 0.87 (3H, t, J = 7Hz), 0.95 (3H, s), 1.03 (3H, s), 1.05-1.47 (12H, m), 1.43 (3H, s), 1.47 (3H, s), 1.51-2.31 (9H, m), 2.61 (1H, dd, J = 14Hz, 5Hz), 2.94 (1H, dd, J = 14Hz, 9Hz), 3.22-3.28 (2H, m), 3.28 (1H, d, J = 12Hz), 3.69 (1H, d, J = 12Hz), 3.70-3.84 (1H, m), 4.07 (1H, s), 4.55 (1H, ddd, J = 11Hz, 11Hz, 5Hz), 5.93 (1H , d, J = 8Hz), 6.81 (1H, t, J = 5Hz), 7.12-7.30 (5H, m) Example 130 Compound name: (1S, 2S) -2- (2-phenyllauroylo
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₃₆H₅₈N₂O₆ Molecular weight: 614.87 Mass spectrometry Calculated value: 614.4294 Measured value: 614.4310 Melting point (℃): oil Optical rotation [α]³⁰ _D+ 14.8 ° (C = 0.9, CHCl₃) IR (ν_neat,cm^-1): 3312,2932,2860,1734 NMR (δ, CDCl₃): 0.87 (3H, t, J = 7Hz), 0.97 (3H, s), 1.05 (3H, s), 1.11-1.39 (20H, m), 1.43 (3H, s), 1.48 (3H, s), 1.52-2.11 (6H, m), 2.32-2.51 (2H, m), 3.25 (1H, t, J = 7Hz), 3.29 (1H, d, J = 12Hz), 3.38- 3.56 (2H, m), 3.70 (1H, d, 12Hz), 3.77-3.89 (1H, m), 4.09 (1H, s), 4.59 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.68 (1H, d, J = 8Hz), 6.89 (1H, t, J = 5Hz), 7.21-7.36 (5H, m) Example 131 Compound name: (1S, 2S) -2- (2-phenyllauroylo
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₃₆H₅₈N₂O₆ Molecular weight: 614.87 Mass spectrometry Calculated value: 614.4294 Measured value: 614.43111 Melting point (℃): wax Optical rotation [α]³⁰ _D+ 34.4 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3308,2932,2864,1730 NMR (δ, CDCl₃): 0.87 (3H, t, J = 7Hz), 0.94 (3H, s), 1.03 (3H, s), 1.09-1.42 (20H, m), 1.43 (3H, s), 1.48 (3H, s), 1.52-2.15 (8H, m), 3.20-3.21 (3H, m), 3.28 (1H, d, J = 12Hz), 3.68 (1H, d, J = 12Hz), 3.76-3.89 (1H, m), 4.06 (1H, s), 4.59 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.75 (1H, d, J = 8Hz), 6.71 (1H, t, J = 5Hz), 7.19-7.34 (5H, m ) Example 132 Compound name: (1S, 2S) -2- (1-benzylcyclobuta)
Carbonyl) aminocyclohexan-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate structural formula:Molecular formula: C₃₀H₄₄N₂O₆ Molecular weight: 528.69 Mass spectrometry Calculated value: 528.3199 Measured value: 528.3193 Melting point (℃): Caramel optical rotation [α]³⁰ _D+ 11.9 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3356,2944,2868,1732 NMR (δ, CDCl₃): 0.84-1.55 (4H, m), 0.95 (3H, s), 1.03 (3H, s), 1.42 (3H, s), 1.46 (3H, s), 1.58-2.67 (12H, m), 3.00 ( 1H, d, J = 14Hz), 3.03 (1H, d, J = 14Hz), 3.28 (1H, d, J = 12Hz), 3.27-3.52 (2H, m), 3.68 (1H, d, J = 12Hz), 3.72-3.87 (1H, m), 4.06 (1H, s), 4.59 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 4.51 1H, d, J = 8Hz), 6.88 (1H, t, J = 5 Hz), 7.11-7.28 (5H, m) Example 133 Compound name: (1S, 2S) -2- (1-furfurylcyclobub)
Tancarbonyl) aminocyclohexan-1-yl 3
-[N- (2,2,5,5-tetramethyl-1,3-dioxane-
4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₂₈H₄₂N₂O₇ Molecular weight: 518.65 Mass spectrometry Calculated value: 518.2992 Measured value: 518.2969 Melting point (℃): oil Optical rotation [α]³⁰ _D+ 12.8 ° (C = 0.5, CHCl₃) IR (ν_KBr,cm^-1): 3352,2944,2868,1732 NMR (δ, CDCl₃): 0.96 (3H, s), 1.03 (3H, s), 1.18-2.57 (16H, m), 1.42 (3H, s), 1.47 (3H, s), 3.03 (2H, s), 3.28 (1H, d, J = 12Hz), 3.33-3.58 (2H, m), 3.69 (1H, d, J = 12Hz), 3.67-3.90 (1H, m), 4.07 (1H, s), 4.63 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.49 (1H, d, J = 8Hz), 6.03 (1H, d, J = 3Hz), 6.26 (1H, dd, J = 3Hz, 1Hz), 6.92 (1H, t, J) = 5Hz), 7.29 (1H, d, J = 1Hz) Example 134 Compound name: (1S, 2S) -2- (2-benzyllauroy)
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₃₇H₆₀N₂O₆ Molecular weight: 628.90 Mass spectrometry Calculated value: 628.4451 Measured value: 628.4442 Melting point (℃): wax Optical rotation [α]²⁹ _D-5.9 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3320,2932,2860,1732 NMR (δ, CDCl₃): 0.62-1.50 (20H, m), 0.88 (3H, t, J = 7Hz), 0.95 (3H, s), 1.03 (3H, s), 1.42 (3H, s), 1.46 (3H, s), 1.52-2.30 (7H, m), 2.38-2.55 (2H, m), 2.68 (1H, dd, J = 15Hz, 6Hz), 2.83 (1H, dd, J = 15Hz, 10Hz), 3.28 (1H, d, J = 12Hz), 3.48 (2H, dt, J = 6Hz, 6Hz), 3.68 (1H, d, J = 12Hz), 3.70-3.83 (1H, m), 4.07 (1H, s), 4.50 (1H, ddd) , J = 11Hz, 11Hz, 5Hz), 5.91 (1H, d, J = 8Hz), 6.88 (1H, t, J = 6Hz), 7.11-7.27 (5H, m) Example 135 Compound name: (1S, 2S ) -2- (1-Benzyllauroylo
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₃₇H₆₀N₂O₆ Molecular weight: 628.90 Mass spectrometry Calculated value: 628.4451 Measured value: 628.4478 Melting point (℃): wax Optical rotation [α]²⁷ _D+ 26.7 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3300,2932,2860,1734 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.95 (3H, s), 1.03 (3H, s), 1.06-1.50 (20H, m), 1.43 (3H, s), 1.47 (3H, s), 1.52-2.30 (9H, m), 2.61 (1H, dd, J = 15Hz, 6Hz), 2.93 (1H, dd, J = 15Hz, 10Hz), 3.20-3.30 (2H, m), 3.28 (1H, d, J = 12Hz), 3.69 (1H, d, J = 12Hz), 3.71-3.83 (1H, m), 4.07 (1H, s), 4.55 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.91 (1H , d, J = 7 Hz), 6.81 (1H, t, J = 5 Hz), 7.13-7.28 (5H, m) Example 136 Compound name: (1S, 2S) -2- (1-cinnamylcyclobute)
Tancarbonyl) aminocyclohexan-1-yl 3
-[N- (2,2,5,5-tetramethyl-1,3-dioxane-
4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₂H₄₆N₂O₆ Molecular weight: 554.73 Mass spectrometry Calculated value: 554.3355 Measured value: 554.3361 Melting point (℃): Caramel optical rotation [α]²⁹ _D+ 14.9 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3340,2944,2868,1732 NMR (δ, CDCl₃): 0.89-1.57 (4H, m), 0.95 (3H, s), 1.03 (3H, s), 1.41 (3H, s), 1.46 (3H, s), 1.58-2.67 (12H, m), 2.59 ( 2H, d, J = 7Hz), 3.27 (1H, d, J = 12Hz), 3.32-3.63 (2H, m), 3.68 (1H, d, J = 12Hz), 3.82-3.95 (1H, m), 4.06 (1H, s), 4.68 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.68 (1H, d, J = 8Hz), 6.08 (1H, dt, J = 16Hz, 7Hz), 6.44 (1H, d , J = 16Hz), 6.88 (1H, t, J = 5Hz), 7.17-7.38 (5H, m) Example 137 Compound name: (1S, 2S) -2- [1- (3-phenylpro
Pill) cyclobutanecarbonyl) aminocyclohexane
-1-yl 3- [N- (2,2,5,5-tetramethyl-1,3
-Dioxane-4-carbonyl) amino] propione
G Structural formula:Molecular formula: C₃₂H₄₈N₂O₆ Molecular weight: 556.74 Mass spectrometry Calculated value: 556.3512 Measured value: 556.3516 Melting point (℃): Caramel optical rotation [α]²⁹ _D+ 12.5 ° (C = 1.0, CHCl₃) IR (ν_KBr,cm^-1): 3352,2940,2868,1732 NMR (δ, CDCl₃): 0.95 (3H, s), 0.95-1.56 (6H, m), 1.03 (3H, s), 1.42 (3H, s), 1.46 (3H, s), 1.62-2.48 (14H, m), 2.51- 2.66 (2H, m), 3.27 (1H, d, J = 12Hz), 3.28-3.48 (2H, m), 3.68 (1H, d, J = 12Hz), 3.79-3.92 (1H, m), 4.06 (1H) , s), 4.67 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.64 (1H, d, J = 8Hz), 6.86 (1H, t, J = 5Hz), 7.12-7.30 (5H, m) Example 138 Compound name: (1S, 2S) -2- (2,2-diphenyllauroylo
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₄₂H₆₂N₂O₆ Molecular weight: 690.97 Mass spectrometry Calculated value: 690.4607 Actual value: 690.4604 Melting point (℃): oil Optical rotation [α]²⁹ _D+ 18.8 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 2932,2860,1730 NMR (δ, CDCl₃): 0.87 (3H, t, J = 7Hz), 0.94 (3H, s), 1.00-1.49 (20H, m), 1.04 (3H, s), 1.42 (3H, s), 1.47 (3H, s), 1.52-2.38 (8H, m), 3.16-3.28 (1H, m), 3.28 (1H, d, J = 12Hz), 3.36-3.48 (1H, m), 3.68 (1H, d, J = 12Hz), 3.82 -3.94 (1H, m), 4.07 (1H, s), 4.49 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.52 (1H, d, J = 8Hz), 6.82 (1H, t, J = 5Hz ), 7.18-7.37 (10H, m) Example 139 Compound name: (1S, 2S) -2- (2-benzylcapryloy)
A) aminocyclohexane-1-yl 3- [N- (2,
4-dihydroxy-3,3-dimethyl-1-oxobutyl)
Amino] propionate structural formula:Molecular formula: C₃₀H₄₈N₂O₆ Molecular weight: 532.72 Mass spectrometry Calculated value: 532.3512 Measured value: 532.3524 Melting point (℃): Caramel optical rotation [α]²⁹ _D+ 28.8 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 2936,2864,1728 NMR (δ, CDCl₃): 0.86 (3H, t, J = 7Hz), 0.94 (3H, s), 1.02 (3H, s), 1.06-1.50 (12H, m), 1.52-2.35 (9H, m), 2.64 (1H, dd) , J = 14Hz, 6Hz), 2.89 (1H, dd, J = 14Hz, 8H
z), 3.22-3.48 (2H, m), 3.48 (1H, d, J = 11Hz), 3.51 (1H, d, J = 11Hz), 3.72-3.87 (1H, m), 4.03 (1H, s), 4.54 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.88 (1H, br-s), 7.12-7.29 (6H, m) Example 140 Compound name: (1S, 2S) -2- (N-benzyl) -N-hex
Silcarbamoyl) aminocyclohexan-1-yl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₂H₅₁N₃O₆ Molecular weight: 573.78 Mass spectrometry Calculated value: 573.3777 Measured value: 573.3752 Melting point (℃): oil Optical rotation [α]²⁸ _D+ 33.2 ° (C = 0.8, CHCl₃) IR (ν_neat,cm^-1): 3384,2936,2864,1732 NMR (δ, CDCl₃): 0.87 (3H, t, J = 7Hz), 0.96 (3H, s), 0.97-2.18 (16H, m), 1.03 (3H, s), 1.42 (3H, s), 1.46 (3H, s), 2.32-2.53 (2H, m), 3.18 (2H, t, J = 7Hz) 3.26-3.39 (1H, m), 3.28 (1H, d, J = 12Hz), 3.43-3.56 (1H, m), 3.69 ( 1H, d, J = 12Hz), 3.72- 3.85 (1H, m), 4.07 (1H, s), 4.36 (1H, d, J = 17Hz), 4.46 (1H, d, J = 17Hz), 4.50 (1H , d, J = 6Hz), 4.62 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 6.88 (1H, t, J = 5Hz), 7.19-7.37 (5H, m) Example 141 Compound name: (1S , 2S) -2- (N-benzyl-N-oct
Cylcarbamoyl) aminocyclohexan-1-yl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₄H₅₅N₃O₆ Molecular weight: 601.83 Mass spectrometry Calculated value: 601.4090 Measured value: 601.4113 Melting point (℃): oil Optical rotation [α]²⁸ _D+ 29.7 ° (C = 0.5, CHCl₃) IR (ν_neat,cm^-1): 3368,2932,2864,1732 NMR (δ, CDCl₃): 0.87 (3H, t, J = 7Hz), 0.96 (3H, s), 0.97-2.18 (20H, m), 1.03 (3H, s), 1.42 (3H, s), 1.46 (3H, s), 2.33-2.53 (2H, m), 3.18 (2H, t, J = 7Hz), 3.26-3.39 (1H, m), 3.28 (1H, m), 3.43-3.56 (1H, m), 3.69 (1H, d , J = 12Hz), 3.72-3.85 (1H, m), 4.07 (1H, s), 4.37 (1H, d, J = 17Hz), 4.48 (1H, d, J = 17Hz), 4.49 (1H, d, J = 6Hz), 4.62 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 6.88 (1H, t, J = 5Hz), 7.19-7.36 (5H, m) Example 142 Compound name: (1S, 2S) -2- (N-benzyl-N-decyl
Lucarbamoyl) aminocyclohexan-1-yl 3
-[N- (2,2,5,5-tetramethyl-1,3-dioxane-
4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₆H₅₉N₃O₆ Molecular weight: 629.88 Mass spectrometry Calculated value: 629.4403 Measured value: 629.4388 Melting point (° C): oil Optical rotation [α]²⁷ _D+ 26.1 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3384,2932,2860,1732 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 0.79-2.19 (24H, m), 1.03 (3H, s), 1.42 (3H, s), 1.46 (3H, s), 2.32-2.53 (2H, m), 2.18 (2H, t, J = 7Hz), 3.23-3.38 (1H, m), 3.28 (1H, d, J = 12Hz), 3.32-3.55 (1H, m), 3.69 (1H, d, J = 12Hz), 3.70-3.85 (1H, m), 4.07 (1H, s), 4.36 (1H, d, J = 17Hz), 4.47 (1H, d, J = 17Hz), 4.48 ( 1H, d, J = 6Hz), 4.61 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 6.89 (1H, t, J = 5Hz), 7.20-7.39 (5H, m) Example 143 Compound name: ( 1S, 2S) -2- (2-benzylundecano)
Ayl) aminocyclohexane-1-yl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate Structural formula:Molecular formula: C₃₆H₅₈N₂O₆ Molecular weight: 614.87 Mass spectrometry Calculated value: 614.4294 Actual value: 614.4295 Melting point (℃): wax Optical rotation [α]²⁸ _D-7.7 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3320,2932,2860,1732 NMR (δ, CDCl₃): 0.62-1.49 (18H, m), 0.88 (3H, t, J = 7Hz), 0.95 (3H, s), 1.03 (3H, s), 1.42 (3H, s), 1.46 (3H, s), 1.51-1.95 (6H, m), 2.08-2.19 (1H, m), 2.37-2.56 (2H, m), 2.68 (2H, dd, J = 14Hz, 6Hz), 2.83 (1H, dd, J = 14Hz, 9Hz), 3.28 (1H, d, J = 12Hz), 3.44-3.52 (2H, m), 3.68 (1H, d, J = 12Hz), 3.70- 3.82 (1H, m), 4.07 (1H, s), 4.51 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.42 (1H, d, J = 8Hz), 6.88 (1H, t, J = 5Hz), 7.11-7.30 (5H, m) Example 144 Compound Name : (1S, 2S) -2- (2-benzylundecano)
Ayl) aminocyclohexane-1-yl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate Structural formula:Molecular formula: C₃₆H₅₈N₂O₆ Molecular weight: 614.87 Mass spectrometry Calculated value: 614.4294 Actual value: 614.4276 Melting point (℃): oil Optical rotation [α]²⁷ _D+ 27.4 ° (C = 1.0, CHCl₃) IR (ν_neat,cm^-1): 3304,2932,2860,1734 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.95 (3H, s), 0.98-1.49 (18H, m), 1.03 (3H, s), 1.43 (3H, s), 1.44 (3H, s), 1.52-2.30 (9H, m), 2.61 (1H, dd, J = 14Hz, 6Hz), 2.94 (1H, dd, J = 14Hz, 9Hz) 3.22-3.29 (2H, m), 3.28 (1H, d, J = 12Hz), 3.69 (1H, d, J = 12Hz), 3.71-3.84 (1H, m), 4.07 (1H, s), 4.55 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.91 (1H, d, J = 8Hz), 6.81 (1H, t, J = 5Hz), 7.12-7.28 (5H, m) Example 145 Compound name: (1S, 2S) -2- (3-hexyl-2-none)
Noyl) aminocyclohexane-1-yl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate Structural formula:Molecular formula: C₃₃H₅₈N₂O₆ Molecular weight: 578.93 IR (ν_neat,cm^-1): 1660, 1736 NMR (δ, CDCl₃): 0.87 (3H, t, J = 7Hz), 0.88 (3H, t, J = 7Hz), 096 (3H, s), 1.04 (3H, s), 1.10-1.50 (16H, m), 1.43 (3H) , s), 1.47 (3H, s), 1.57-1.88 (6H, m), 1.88-2.18 (4H, m), 2.43-2.64 (4H, m), 3.28 (1H, d, J = 12Hz), 3.49 (1H, td, J = 6Hz), 3.69 (1H, d, J = 12Hz), 3.84-4.02 (1H, m), 4.08 (1H, s), 4.64 (1H, td, J = Hz), 5.42 ( 1H, s), 5.67 (1H, d, J = Hz), 6.92 (1H, m) Example 146 Compound name: (1S, 2S) -2- (3-phenylmethyl-4)
-Phenyl-2-butenoyl) aminocyclohexane-
1-yl 3- [N- (2,2,5,5-tetramethyl-1,3-
Dioxane-4-carbonyl) amino] propionate Structural formula:Molecular formula: C₃₅H₄₆N₂O₆ Molecular weight: 590.83 Melting point (℃): wax NMR (δ, CDCl₃): 0.93 (3H, s), 1.00 (3H, s), 0.90-2.12 (8H, m), 1.39 (3H, s), 1.45 (3H, s), 2.24-2.54 (2H, m), 3.07 ( 1H, dd, J = Hz, 3Hz), 3.26 (1H, d, J = 12Hz), 3.20-3.64 (2H, m), 3.53 (2H, dd, J = 15Hz, 5Hz), 3.67 (1H, d, J = 12Hz), 3.80-3.94 (1H, m), 4.04 (1H, s), 4.60 (1H, ddd, J = Hz, 10Hz, 4Hz), 5.76 (1H, d, J = 8Hz), 6.60 (1H , s), 6.84 (1H, t, J = Hz), 7.16-7.42 (10H, m) Example 147 Compound name: (1S, 2S) -2- (3-propyl-2-none)
Noyl) aminocyclohexane-1-yl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate Structural formula:Molecular formula: C₃₀H₅₂N₂O₆ Molecular weight: 536.84 Melting point (℃): wax NMR (δ, CDCl₃): 0.80-0.96 (6H, m), 0.97 (3H, s), 1.04 (3H, s), 1.06-2.21 (20H, m), 1.43 (3H, s), 1.47 (3H, s), 2.40- 2.67 (4H, m), 3.28 (1H, d, J = 12Hz), 3.49 (2H, td, J = 6Hz, 6Hz), 3.69 (1H, d, J = 12Hz), 3.94 (1H, ddd, J = 10Hz, 8Hz, 4Hz), 4.08 (1H, s), 4.64 (1H, ddd, J = 10Hz, 10Hz, 4Hz), 5.42 + 5.44 (1H, S), 5.67 + 5.70 (1H, d, J = 8Hz), 6.92 (1H, t, J = 6Hz) Example 148 Compound name: (1S, 2S) -2- (3-methyl-2-tride)
Cenoyl) aminocyclohexane-1-yl 3- [N
-(2,2,5,5-tetramethyl-1,3-dioxane-4-ca
Lubonyl) amino] propionate Structural formula:Molecular formula: C₃₂H₅₆N₂O₆ Molecular weight: 564.80 NMR (δ, CDCl₃): 0.88 (3H, t, J = 6Hz), 0.97 (3H, s), 1.04 (3H, s), 1.10-2.21 (26H, m), 1.43 (3H, s), 1.47 (3H, s), 2.12 (3H, s), 2.50 (2H, t, J = 5Hz), 3.28 (1H, d, J = 12Hz), 3.41-3.57 (2H, m), 3.69 (1H, d, J = 12Hz), 3.86 -4.01 (1H, m), 4.09 (1H, s), 4.65 (1H, ddd, J = 10Hz, 10Hz, 4Hz), 5.48 (1H, d, J = 8Hz), 6.92 (1H, t, J = 5Hz ) Example 149 Compound name: (1S, 2S) -2- (2,3-dimethyl-2-tri
Decenoyl) aminocyclohexan-1-yl 3-
[N- (2,2,5,5-tetramethyl-1,3-dioxane-4
-Carbonyl) amino] propionate structural formula:Molecular formula: C₃₃H₅₈N₂O₆ Molecular weight: 578.93 NMR (δ, CDCl₃): 0.88 (3H, t, J = 6Hz), 0.96 (3H, s), 1.03 (3H, s), 1.07-2.21 (26H, m), 1.43 (3H, s), 1.46 (3H, s), 1.63 (3H, s), 1.75 (3H, s), 2.53 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.-3.64 (2H, m), 3.69 (1H, d, J = 12Hz), 3.88-4.04 (1H, m), 4.08 (1H, s), 4.68 (1H, ddd, J = 10Hz, 10Hz, 4Hz), 5.23 + 5.58 (1H, d, J = 9Hz) , 6.92 (1H, t, J = 5Hz) Example 150 Compound name: (1S, 2S) -2- (3-hexylnonanoi
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₃₃H₆₀N₂O₆ Molecular weight: 580.95 NMR (δ, CDCl₃): 0.87 (6H, t, J = 6Hz), 0.96 (3H, s), 1.04 (3H, s), 1.10-2.20 (31H, m), 1.43 (3H, s), 1.47 (3H, s), 2.50 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.36-3.60 (2H, m), 3.69 (1H, d, J = 12Hz), 3.88 (1H, m), 4.09 (1H, s), 4.64 (1H, ddd, J = 10Hz, 10Hz, 4Hz), 5.88 (1H, d, J = 8Hz), 6.91 (1H, t, J = 6H
z) Example 151 Compound name: (1S, 2S) -2-[(E) -3-phenyl-
2-dodecenoyl] aminocyclohexan-1-yl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₆H₅₆N₂O₆ Molecular weight: 612.94 NMR (δ, CDCl₃): 0.55-0.73 (1H, m), 0.97 (3H, t, J = 6Hz), 0.96 (3H, s), 1.04 (3H, s), 1.08-2.84 (21H, m), 1.42 (3H, s) ), 1.47 (3H, s), 2.30-2.43 (2H, m), 2.48 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.33-3.62 (2H, m), 3.69 (1H, d, J = 12Hz), 3.70-3.86 (1H, m), 4.08 (1H, s), 4.28 (1H, ddd, J = 10Hz, 10Hz, 4Hz), 5.06 (1H, d, J = 9Hz ), 5.85 (1H, s), 6.92 (1H, t, J = 6Hz), 7.12-7.43 (5H, m) Example 152 Compound name: (1S, 2S) -2-[(Z) -13-phenyl −
2-dodecenoyl] aminocyclohexan-1-yl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₆H₅₆N₂O₆ Molecular weight: 612.94 NMR (δ, CDCl₃): 0.86 (3H, t, J = 7Hz), 0.90 (3H, s), 0.99 (3H, s), 1.03-2.28 (22H, m), 1.39 (3H, s), 1.44 (3H, s), 2.40-2.6 (2H, m), 2.90-3.20 (2H, m), 3.25 (1H, d, J = 12Hz), 3.36-3.63 (2H, m), 3.66 (1H, d, J = 12Hz), 3.91 -4.02 (1H, m), 4.06 (1H, s), 4.65 (1H, ddd, J = 10Hz, 10Hz, 4Hz), 5.82 (1H, s), 6.04 (1H, d, J = 8Hz), 6.91 ( 1H, t, J = 6Hz), 7.29-7.44 (5H, m) Example 153 Compound name: (1S, 2S) -2-[(Z) -3-phenyl-
2-nonenoyl] aminocyclohexan-1-yl 3
-[N- (2,2,5,5-tetramethyl-1,3-dioxane-
4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₃H₅₀N₂O₆ Molecular weight: 570.85 NMR (δ, CDCl₃): 0.83 (3H, t, J = 7Hz), 0.90 (3H, s), 0.99 (3H, s), 1.08-2.60 (18H, m), 1.39 (3H, s), 1.44 (3H, s), 2.94-3.20 (2H, m), 3.25 (1H, d, J = 12Hz), 3.38-3.61 (2H, m), 3.66 (1H, d, J = 12Hz), 3.90-4.04 (1H, m), 4.06 (1H, s), 4.65 (1H, ddd, J = 11 Hz, 11Hz, 4Hz), 5.82 (1H, s), 6.01 (1H, d, J = 6Hz), 6.91 (1H, t, J = 6Hz) , 7.29-7.44 (5H, m) Example 154 Compound name: (1S, 2S) -2-[(E) -l-phenyl-
2-nonenoyl] aminocyclohexan-1-yl 3
-[N- (2,2,5,5-tetramethyl-1,3-dioxane-
4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₃H₅₀N₂O₆ Molecular weight: 570.85 NMR (δ, CDCl₃): 0.55-0.72 (1H, m), 0.85 (3H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 0.88-1.99 (15H, m), 1.42 (3H, s) ), 1.47 (3H, s), 2.29-2.34 (2H, m), 2.48 (2H, t, J = 6Hz), 3.28 (1H, d, J = 12Hz), 3.32-3.61 (2H, m), 3.69 (1H, d, J = 12Hz), 3.71-3.84 (1H, m), 4.08 (1H, s), 4.28 (1H, ddd, J = 10Hz, 10Hz, 4Hz), 5.07 (1H, d, J = 9Hz ), 5.85 (1H, s), 6.92 (1H, t, J = 6Hz), 7.13-7.45 (5H, m) Example 155 Compound name: (1S, 2S) -2- (2-hexylidene octa)
Noyl) aminocyclohexane-1-yl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate Structural formula:Molecular formula: C₃₂H₅₆N₂O₆ Molecular weight: 564.90 NMR (δ, CDCl₃): 0.87 (3H, t, J = 8Hz), 0.88 (3H, t, J = 8Hz), 0.96 (3H, s), 1.03 (3H, s), 1.07-2.26 (26H, m), 1.42 (3H) , s), 1.46 (3H, s), 2.40-2.66 (2H, m), 3.28 (1H, d, J = 12Hz), 3.37-3.64 (2H, m), 3.69 (1H, d, J = 12Hz) , 3.90-4.06 (1H, m), 4.07 (1H, s), 4.70 (1H, ddd, J = 10Hz, 10Hz, 4Hz), 5.38 (1H, t, J = 7Hz), 5.61 (1H, d, J = 8Hz), 6.91 (1H, t, J = 6Hz) Example 156 Compound name: (1S, 2S) -2- (21-hexylidene octa)
Noyl) aminocyclohexane-1-yl 3- [N-
(2,2,5,5-tetramethyl-1,3-dioxane-4-cal
Bonyl) amino] propionate Structural formula:Molecular formula: C₃₂H₅₆N₂O₆ Molecular weight: 564.90 NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.89 (3H, t, J = 7Hz), 0.96 (3H, s), 1.03 (3H, s), 1.06-2.33 (26H, m), 1.42 (3H) , s), 1.47 (3H, s), 2.40-2.60 (2H, m), 3.28 (1H, d, J = 12Hz), 3.32-3.62 (2H, m), 3.69 (1H, d, J = 12Hz) , 3.86-4.02 (1H, m), 4.07 (1H, s), 4.74 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.82 (1H, d, J = 8Hz), 6.01 (1H, t, J = 7 Hz), 6.90 (1H, t, J = 6 Hz) Example 157 Compound name: (1S, 2S) -2- (N-benzyl-N-noni)
Lucarbamoyl) aminocyclohexan-1-yl 3
-[N- (2,2,5,5-tetramethyl-1,3-dioxane-
4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₅H₅₇N₃O₆ Molecular weight: 615.86 Melting point (℃): oil NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 0.96 (3H, s), 1.03 (3H, s), 1.05-2.23 (22H, m), 1.42 (3H, s), 1.46 (3H, s), 2.32-2.53 (2H, m), 3.17 (2H, t, J = 7Hz), 3.25- 3.39 (1H, m), 3.28 (1H, d, J = 12Hz), 3.42-3.55 (1H, m), 3.68 (1H, d, J = 12Hz), 3.71-3,83 (1H, m), 4.07 (1H, s), 4.36 (1H, d, J = 16Hz), 4.46 (1H, d, J = 16Hz), 4.47 (1H, d, J = 8Hz), 4.62 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 4.87 (1H, t, J = 6Hz), 7.20-7.37 (5H, m) Example 158 Compound Name : (1S, 2S) -2- (2-benzylundecano)
Aryl) aminocyclohexane-1-yl N- (2,2,5,
5-tetramethyl-1,3-dioxane-4-carbonyl)
Amino acetate structural formula:Molecular formula: C₃₅H₅₆N₂O₆ Molecular weight: 600.84 Melting point (℃): oil NMR (δ, CDCl₃): 0.88 (3H, t, J = 7Hz), 1.02 (3H, s), 1.08 (3H, s), 1.12-2.24 (25H, m), 1.46 (3H, s), 1.54 (3H, s), 2.61 (1H, dd, J = 13Hz, 5Hz), 2.92 (1H, dd, J = 13Hz, 9Hz), 3.22 (1H, dd, J = 18Hz, 5Hz), 3.31 (1H, d, J = 12Hz) , 3.70-3.84 (1H, m), 3.71 (1H, d, J = 12Hz), 3.94 (1H, dd, J = 18Hz, 7Hz), 4.13 (1
H, s), 4.62 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.51 (1H, d, J = 8Hz), 6.64-6.72 (1H, m), 7.14-7.21 (3H, m), 7.23 -7.32 (2H, m) Example 159 Compound name: (1S, 2S) -2- (2-heptylnonanoi
A) aminocyclohexane-1-yl 3- [N- (2,
2,5,5-Tetramethyl-1,3-dioxane-4-carboni
Le) Amino] propionate Structural formula:Molecular formula: C₃₄H₆₂N₂O₆ Molecular weight: 594.88 Melting point (℃): wax NMR (δ, CDCl₃): 0.87 (6H, t, J = 7Hz), 0.96 (3H, s), 1.04 (3H, s), 1.08-2.21 (33H, m), 1.43 (3H, s), 1.47 (3H, s), 2.41-2.58 (2H, m), 3.28 (1H, d, J = 12Hz), 3.51 (2H, dt, J = 6Hz, 6Hz), 3.69 (1H, d, J = 12Hz), 3.82-3.95 (1H, m), 4.08 (1H, s), 4.68 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.80 (1H, d, J = 8Hz), 6.91 (1H, t, J = 6Hz) Example 160 Compound Name: (1S, 2S) -2-[(1-heptyloctyl
) Carbamoyl] aminocyclohexan-1-yl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₄H₆₃N₃O₆ Molecular weight: 609.89 Melting point (℃): wax NMR (δ, CDCl₃): 0.87 (6H, t, J = 7Hz), 0.96 (3H, s), 1.03 (3H, s), 1.08-2.28 (32H, m), 1.44 (3H, s), 1.47 (3H, s), 2.38-2.57 (2H, m), 3.28 (1H, d, J = 12Hz), 3.31-3.42 (1H, m), 3.54-3.82 (3H, m), 3.69 (1H, d, J = 12Hz), 4.10 (1H, s), 4.48 (1H, br-s), 4.55 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 4.83 (1H, br-s), 6.90 (1H, t, J = 6Hz) Example 161 Compound name: (1S, 2S) -2- (2-benzyl-3-phen)
Nylpropanoyl) aminocyclohexan-1-yl
3- [N- (2,2,5,5-tetramethyl-1,3-dioxane
-4-Carbonyl) amino] propionate Structural formula:Molecular formula: C₃₄H₄₆N₂O₆ Molecular weight: 578.75 Melting point (℃): Caramel NMR (δ, CDCl₃): 0.94 (3H, s), 0.95-2.23 (10H, m), 1.03 (3H, s), 1.42 (3H, s), 1.46 (3H, s), 2.43-2.56 (1H, m), 2.68- 3.09 (4H, m), 3.15-3.32 (2H, m), 3.27 (2H, d, J = 12Hz), 3.59-3.69 (1H, m), 3.68 (1H, d, J = 12Hz), 4.06 (1H , s), 4.35 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.38 (1H, d, J = 8Hz), 6.77 (1H, t, J = 6Hz), 7.12-7.28 (10H, m) Example 162 Compound name: (1S, 2S) -2- [5-phenyl-2- (3
-Phenylpropyl) pentanoyl] aminocyclohexyl
San-1-yl 3- [N- (2,2,5,5-tetramethyl
-1,3-Dioxane-4-carbonyl) amino] propy
Onate structural formula:Molecular formula: C₃₈H₅₄N₂O₆ Molecular weight: 634.86 Melting point (℃): Caramel NMR (δ, CDCl₃): 0.93 (3H, s), 0.98-2.27 (19H, m), 1.02 (3H, s), 1.41 (3H, s), 1.46 (3H, s), 2.48-2.64 (4H, m), 3.12- 3.28 (2H, m), 3.27 (1H, d, J = 12Hz), 3.67 (1H, d, J = 12Hz), 3.78-3.91 (1H, m), 4.05 (1H, s), 4.59 (1H, ddd) , J = 11Hz, 11Hz, 4Hz), 5.87 (1H, d, J = 8Hz), 6.75 (1H, t, J = 6Hz), 7.11- 7.30 (10H, m) Example 163 Compound name: (1S, 2S ) -2- [6-phenyl-2- (4
-Phenylbutyl) hexanoyl] aminocyclohexa
N-1-yl 3- [N- (2,2,5,5-tetramethyl-
1,3-dioxane-4-carbonyl) amino] propio
Nate structural formula:Molecular formula: C₄₀H₅₈N₂O₆ Molecular weight: 662.91 Melting point (℃): oil NMR (δ, CDCl₃): 0.84-2.14 (21H, m), 0.94 (3H, s), 1.01 (3H, s), 1.41 (3H, s), 1.45 (3H, s), 2.32-2.61 (6H, m), 3.27 ( 1H, d, J = 8Hz), 3.37-3.53 (2H, m), 3.67 (1H, d, J = 8Hz), 3.78-3.92 (1H, m), 4.06 (1H, s), 4.62 (1H.ddd , J = 11Hz, 11Hz, 4Hz), 5.82 (1H, d, J = 8Hz), 6.86 (1H, t, J = 6Hz), 7.11- 7.29 (10H, m) Example 164 Compound name: (1S, 2S ) -2- [2- (4-tert-butyl)
Benzyl) -3- (41-tert-butylphenyl) propa
Noyl] aminocyclohexane-1-yl 3- [N
-(2,2,5,5-Tetramethyl-1,3-dioxane-4-
Carbonyl) amino] propionate Structural formula:Molecular formula: C₄₂H₆₂N₂O₆ Molecular weight: 690.97 Melting point (℃): Caramel NMR (δ, CDCl₃): 0.94 (3H, s), 1.02 (3H, s), 1.05-1.84 (8H, m), 1.28 (9H, s), 1.29 (9H, s), 1.41 (3H, s), 1.46 (3H, s), 2.12-2.34 (2H, m), 2.48-2.58 (1H, m), 2.66-3.04 (4H, m), 3.27 (1H, d, J = 12Hz), 3.33 (2H, dt, J = 6Hz , 6Hz), 3.61-3.73 (1H, m), 3.68 (1H, d, J = 12Hz), 4.06 (1H, s), 4.38 (1H, ddd, J = 11Hz, 11Hz, 4Hz), 5.32 (1H, t, J = 8Hz), 6.83 (1H, t, J = 6Hz), 7.06 (2H, d, J = 8Hz), 7.11 (2H, d, J = 8Hz), 7.26 (2H, d, J = 8Hz) , 7.28 (2H, d, J = 8Hz)

Continuation of the front page (51) Int.Cl. ⁶ Identification code Office reference number FI Technical display location C07C 237/22 C07C 237/22 327/20 327/20 C07D 319/06 C07D 319/06

Claims (1)

(57) [Claims] 1. A general formula In the formula, R ¹ and R ² are the same or different and each represents a hydrogen atom or a hydroxyl-protecting group; R ³ is a saturated or unsaturated and substituted with a linear, branched or cyclic aromatic group. Optionally C _{5 to} C ₂₅ monovalent aliphatic hydrocarbon group or group Wherein R ⁴ represents a saturated or unsaturated and linear, branched or cyclic C _{5 to} C ₂₅ monovalent aliphatic hydrocarbon group, and R ⁵ represents a hydrogen atom or saturated or unsaturated. Represents a monovalent aliphatic hydrocarbon group which may be substituted with a saturated and linear, branched or cyclic aromatic group; A is a saturated or unsaturated and linear, branched or cyclic Represents a C ₂ -C ₁₆ divalent aliphatic hydrocarbon group, divalent aromatic hydrocarbon group or divalent aromatic heterocyclic group which may be substituted with an aromatic group; Is And the other is -O-, -S- or Wherein R ⁶ and R ⁷ each represent a hydrogen atom or a lower alkyl group; and n is an integer of 1 to 4.