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Title:
PRODUCTION OF DEPSIPEPTIDE DERIVATIVE
Document Type and Number:
Japanese Patent JP3132167
Kind Code:
B2
Abstract:

PURPOSE: To obtain a depsipeptide derivative having anthelmintic action at a low cost in high yield by carrying out the polycondensation of a condensation product of an amino acid and an α-chloropropionic acid ester and subjecting the product to intramolecular condensation reaction in the presence of a base.
CONSTITUTION: A compound of the formula BocMeLeu-OH (Boc is t- butyloxycarbonyl; Me is methyl) is made to react with (S)-α-chloropropionic acid benzyl ester and (S)-chloro-β-phenylpropionic acid benzyl ester to obtain two kinds of compounds expressed by formula I [R1 is H or amino-protecting group; R2 is (protected) carboxy; R3 is H or phenyl]. After removing the amino- protecting group of one of the two compounds and the carboxyl-protecting group of the other compound, both compounds are condensed with each other to form a compound of formula II (Ph is phenyl). The above operations are repeated to form a compound of formula III (R4 is same as R2), the protecting groups at both terminals of the compound are removed and the product is subjected to intramolecular condensation to obtain the objective depsipeptide derivative expressed by formula IV.


Inventors:
Hitoshi Nishiyama
Masaru Ogaki
Application Number:
JP19425092A
Publication Date:
February 05, 2001
Filing Date:
July 21, 1992
Export Citation:
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Assignee:
Fujisawa Pharmaceutical Co., Ltd.
International Classes:
A61K31/395; A61P33/10; C07C229/08; C07C229/12; C07C235/12; C07C235/34; C07C271/22; C07D273/00; (IPC1-7): C07C235/34; C07C271/22; C07D273/00
Domestic Patent References:
JP335796A
Other References:
【文献】Chemical Abstracts,No.92:6904(1980)