Sequential resolution of ethyl 3-aminobutyrate with carboxylic acid esters by Candida antarctica lipase B

被引：37

作者：

Gedey, S

Liljeblad, A

Fülöp, F

Kanerva, LT ^{[1
]}

机构：

[1] Univ Turku, Dept Chem, FIN-20014 Turku, Finland

[2] Univ Turku, Dept Biomed, FIN-20014 Turku, Finland

[3] Albert Szent Gyorgyi Med Univ, Inst Pharmaceut Chem, H-6701 Szeged, Hungary

来源：

TETRAHEDRON-ASYMMETRY | 1999年 / 10卷 / 13期

关键词：

D O I：

10.1016/S0957-4166(99)00261-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reactions of ethyl 3-aminobutyrate 1 with carboxylic acid esters, catalyzed by lipases from Candida antarctica, Pseudomonas cepacia and Pseudomonas fluorescens, have been studied. The reactions take place on the amino and ester functions of the substrate provided that the alkyl group of the achiral ester differs from ethyl. This property has been exploited for the Candida antarctica lipase B-catalyzed resolution of 1 in butyl butyrate, leading to the unreacted enantiomer (S)-1 and butyl 3-aminobutyrate, and to the butanamide of butyl (R)-3-aminobutyrate, (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：2573 / 2581

页数：9

共 17 条

[1] Enantioselective synthesis of (-)-indolizidine 167B [J].