Novel synthesis of (-)-bestatin from L-aspartic acid

被引：7
|
作者：
Seki, M [1 ]
Nakao, K [1 ]
机构：
[1] Tanabe Seiyaku Co Ltd, Discovery Res Lab, Yodogawa Ku, Osaka 5328505, Japan
来源：
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY | 1999年 / 63卷 / 07期
关键词：
bestatin; alpha-hydroxy-beta-amino acid; L-aspartic acid; diastereoselective hydroxylation;
D O I：
10.1271/bbb.63.1304
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Oxazoline-4-acetate derivative 3 that could be readily obtained from L-aspartic acid was subjected to highly stereoselective hydroxylation, and subsequent Mitsunobu inversion of the hydroxyl group led to (2S,3R)-3-amino-3-benzyl-2-hydroxybutanoic acid derivative 8 in a good yield. Coupling of 8 with L-leucine benzyl ester and subsequent cleavage of the protective groups provided (-)-bestatin 1 in a high yield.
引用
收藏
页码：1304 / 1307
页数：4
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