A PRACTICAL SYNTHESIS OF THREO-3-AMINO-2-HYDROXYCARBOXYLIC ACIDS

被引：17

作者：

MATSUDA, F ^{[1
]}

MATSUMOTO, T ^{[1
]}

OHSAKI, M ^{[1
]}

ITO, Y ^{[1
]}

TERASHIMA, S ^{[1
]}

机构：

[1] SAGAMI CHEM RES CTR, SAGAMIHARA, KANAGAWA 229, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1992年 / 65卷 / 02期

关键词：

D O I：

10.1246/bcsj.65.360

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An expeditious synthesis of (2R,3S)-3-amino-4-cyclohexyl-2-hydroxybutyric acid (2) and (2S,3R)-3-amino-2-hydroxy-4-phenylbutyric acid (4), the kev components of the renin inhibitor (1) and bestatin (3), respectively, have been accomplished by featuring highly diastereoselective formation of cyanohydrin acetates from alpha-alkoxycarbonylamino aldehydes under phase-transfer conditions.

引用

页码：360 / 365

页数：6

共 7 条

[1] DAVIES JS, 1985, AMINO ACIDS PEPTIDES, P261
[2] A PRACTICAL SYNTHESIS OF AN ORALLY POTENT RENIN INHIBITOR, ISOPROPYL (2R,3S)-4-CYCLOHEXYL-2-HYDROXY-3-(N-[(2R)-2-MORPHOLINOCARBONYLMETHYL-3-(1-NAPHTHYL)PROPIONYL]-L-HISTIDYL)AMINOBUTYRATE
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[4] AN EXPEDITIOUS SYNTHESIS OF THE (2R,3S)-3-AMINO-2-HYDROXYCARBOXYLIC AND (2S,3R)-3-AMINO-2-HYDROXYCARBOXYLIC ACIDS, THE KEY COMPONENTS OF A RENIN INHIBITOR AND BESTATIN, FROM (S)-PHENYLALANINE AND (R)-PHENYLALANINE
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[5] PHASE-TRANSFER CATALYZED FORMATION OF CYANOHYDRIN ETHERS AND ACETATES
MCINTOSH, JM
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[6] ENHANCEMENT OF INTERLEUKIN-1 AND INTERLEUKIN-2 RELEASES BY UBENIMEX
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[7] STRUCTURE OF BESTATIN
SUDA, H
TAKITA, T
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