Synthesis of the constrained glutamate analogues (2S,1′R,2′R)- and (2S,1′S,2′S)-2-(2′-carboxycyclobutyl)glycines L-CBG-II and L-CBG-I by enzymatic transamination

被引：28

作者：

Gu, X ^{[1
]}

Xian, M ^{[1
]}

Roy-Faure, S ^{[1
]}

Bolte, J ^{[1
]}

Aitken, DJ ^{[1
]}

Gefflaut, T ^{[1
]}

机构：

[1] Univ Clermont Ferrand, Dept Chim, CNRS, Lab SEESIB,UMR 6504, F-63177 Clermont Ferrand, France

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 02期

关键词：

D O I：

10.1016/j.tetlet.2005.10.156

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically pure trans-cyclobutane analogues of glutamic acid are prepared by highly selective enzymatic transamination of a single racemic trans-cyclobutane alpha-ketoglutaric acid derivative 5, which is synthesized in five steps from maleic anhydride. (2S,1'R,2'R)- and (2S,I'S,2'S)-2-(2'-carboxycyclobutyl)glycines L-CBG-II and L-CBG-I are obtained using aspartate aminotransferase (AAT) and branched chain aminotransferase (BCAT), respectively. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：193 / 196

页数：4

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