Regioselective lipase-catalysed γ-monoamidation of D-glutamic acid diesters:: effect of the N-protecting group

被引：9

作者：

Conde, S ^{[1
]}

López-Serrano, P ^{[1
]}

Martínez, A ^{[1
]}

机构：

[1] CSIC, Inst Quim Med, E-28006 Madrid, Spain

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 12期

关键词：

D O I：

10.1016/S0957-4166(00)00210-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

N-Blocked-D-glutamic acid diethylesters are gamma-regioselectively amidated in a reaction catalysed by Candida antarctica lipase B, carried out in an anhydrous organic solvent. The ratio of gamma:alpha-monoamides, as a measure of regioselectivity, depends on the N-protecting group present in the substrate. In the examples reported in this work, we have found that gamma:alpha ranges from about 4 (N-group = Cbz) to 35 (N-group = isobutyryl). No diamides were detected. (C) 2000 Elsevier Science Ltd. All rights reserved.

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页码：2537 / 2545

页数：9

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