A PRACTICAL SYNTHESIS OF (2S,3R)-3-AMINO-2-METHYLPENTANOIC ACID FROM L-ASPARTIC ACID

被引：25

作者：

JEFFORD, CW

MCNULTY, J

机构：

[1] Department of Organic Chemistry, University of Geneva, Geneva

来源：

HELVETICA CHIMICA ACTA | 1994年 / 77卷 / 08期

关键词：

D O I：

10.1002/hlca.19940770807

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

L-Aspartic acid by successive N-tosylation, anhydride formation, and reduction was converted into (3S)-3-(tosylamino)butano-4-lactone (4). Electrophilic methylation of 4, subsequent iodo-esterification and nucleophilic methylation, followed by saponification and deprotection, gave (2S,3R)-3-amino-2-methylpentanoic acid (2) with an ee of > 99 % in seven steps and in an overall yield of 34%.

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页码：2142 / 2146

页数：5

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