A chemo-enzymatic synthesis of the N-terminal aminoacid lactone of Nikkomycin B

被引：10

作者：

Kapeller, H ^{[1
]}

Jary, WG ^{[1
]}

Hayden, W ^{[1
]}

Griengl, H ^{[1
]}

机构：

[1] GRAZ TECH UNIV,INST ORGAN CHEM,A-8010 GRAZ,AUSTRIA

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 02期

关键词：

D O I：

10.1016/S0957-4166(96)00507-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

(2S,3S,4S)-3-(4-Acetoxyphenyl)-2-amino-3-methylbutan-4-olide (S,S,S)-11, a precursor for the aminoacid part of Nikkomycin B, was prepared in a five step synthesis in 12% yield, involving two enzymatic steps. First enantiopurity was achieved by resolution of racemic ester 3 using protease from Aspergillus oryzae and second in lactone (RS,S,S)-10 the N-acetyl group was removed distereo- and chemoselectively to give the final aminolactone (S,S,S)-11 by application of acylase from Aspergillus sp. (C) 1997 Elsevier Science Ltd.

引用

页码：245 / 251

页数：7

共 26 条

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