Asymmetric synthesis of 2,3-methanoleucine stereoisomers from common intermediates

被引：0

作者：

Donkor, IO ^{[1
]}

Zheng, XZ ^{[1
]}

Han, J ^{[1
]}

Miller, DD ^{[1
]}

机构：

[1] Univ Tennessee, Ctr Hlth Sci, Dept Pharmaceut Sci, Memphis, TN 38163 USA

来源：

CHIRALITY | 2000年 / 12卷 / 07期

关键词：

stereospecific synthesis; 2,3-methanoleucine stereoisomers; cyclopropyl-leucine stereoisomers; geometric isomers; calpain inhibitors;

D O I：

10.1002/1520-636X(2000)12:7<551::AID-CHIR1>3.3.CO;2-3

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

2,3-Methanoamino acids are useful probes for studying the bioactive conformation of peptides and for investigating the effect of local conformational constraints on the activity of peptidomimetics. We synthesized all four stereoisomers of Cbz-protected 2,3-methanoleucine for incorporation into peptidomimetic inhibitors of calpain. While the synthesis of 2,3-methanoamino acids has been previously reported, our procedure offers a versatile route in which the pair of diastereomers of each geometric isomer was synthesized from a common intermediate. (C) 2000 Wiley-Liss, Inc.

引用

页码：551 / 557

页数：7

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