SYNTHESIS AND ENANTIOSELECTIVE ENZYMATIC-HYDROLYSIS OF RAC-DIMETHYLPHENYL[1-(PHENYLACETAMIDO)ETHYL]SILANE

被引：14

作者：

HENGELSBERG, H

TACKE, R

FRITSCHE, K

SYLDATK, C

WAGNER, F

机构：

[1] UNIV KARLSRUHE,INST ANORGAN CHEM,ENGESSERSTR,GEB 3045,W-7500 KARLSRUHE 1,GERMANY

[2] TECH UNIV CAROLO WILHELMINA BRAUNSCHWEIG,INST BIOCHEM & BIOTECHNOL A,W-3300 BRAUNSCHWEIG,GERMANY

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1991年 / 415卷 / 01期

关键词：

D O I：

10.1016/0022-328X(91)83279-D

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Racemic dimethylphenyl[1-(phenylacetamido)ethyl]silane [rac-5] has been made by a four-step synthesis starting from (chloromethyl)dimethylphenylsilane [PhMe2SiCH2Cl (1) --> PhMe2SiCH(Cl)Me (rac-2) --> PhMe2SiCH(I)Me (rac-3) --> PhMe2SiCH(NH2)Me (rac-4) --> PhMe2SiCH[N(H)C(O)CH2Ph]Me (rac-5); total yield 41%]. Enantioselective enzymatic hydrolysis of rac-5, catalyzed by immobilized penicillin G acylase (E.C. 3.5.1.11) from Escherichia coli 5K (pHM 12), gave (R)-(1-aminoethyl)dimethylphenylsilane [(R)-4] in 40% yield with an enantiomeric purity of 92% ee.

引用

页码：39 / 45

页数：7

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