SYNTHETIC STUDIES ON ENZYME-INHIBITORS .2. SYNTHESIS OF (-)-ALLOSAMIZOLINE, THE PSEUDOAMINOSUGAR MOIETY OF ALLOSAMIDIN, A CHITINASE INHIBITOR

被引:20
作者
KITAHARA, T [1 ]
SUZUKI, N [1 ]
KOSEKI, K [1 ]
MORI, K [1 ]
机构
[1] JAPAN TOBACCO INC, LIFE SCI RES LAB, MIDORI KU, YOKOHAMA 227, JAPAN
关键词
D O I
10.1271/bbb.57.1906
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The enantioselective synthesis of (-)-allosamizoline (2a), the aminocyclitol moiety of allosamidin (1a), was achieved by starting from D-glucosamine (3). Intramolecular nitrile oxide cycloaddition was adopted as the kev step to construct a functional cyclopentane ring system with proper stereochemistry.
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页码:1906 / 1909
页数:4
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