Synthesis of (2S,4S)- and (2S,4R)-5,5'-dihydroxy[5,5-H-2(2)]leucine by two independent routes

被引：12
|
作者：
Durand, X [1 ]
Hudhomme, P [1 ]
Khan, JA [1 ]
Young, DW [1 ]
机构：
[1] UNIV SUSSEX,SCH CHEM & MOLEC SCI,BRIGHTON BN1 9QJ,E SUSSEX,ENGLAND
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 11期
关键词：
D O I：
10.1039/p19960001131
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
In studies directed at discovering the absolute stereochemistry of the reaction catalysed by the enzyme glutamate gamma-carboxylase, two independent stereoselective syntheses of (2S,4S)-5,5'-dihydroxy[5,5-H-2(2)]leucine 4a and its (2S,4R)-diastereoisomer 4b have been developed. The first synthesis uses (2S)-pyroglutamic acid as starting material and provides (2S,4S)-5,5'-dihydroxy[-5,5-H-2(2)]leucine 4a, while the second starts with (2S,4R)-4-hydroxyproline and provides (2S,4R)-5,5'-dihydroxy[5,5-H-2(2)] leucine 4b.
引用
收藏
页码：1131 / 1139
页数：9
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