The synthesis of a D-glucose-like piperidin-2-one: Isofagomine lactam

被引：6
|
作者：
Macdonald, JM [1 ]
Stick, RV [1 ]
机构：
[1] Univ Western Australia, Sch Biomed & Chem Sci, Crawley, WA 6009, Australia
来源：
AUSTRALIAN JOURNAL OF CHEMISTRY | 2004年 / 57卷 / 05期
关键词：
D O I：
10.1071/CH03228
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Benzyl 4-cyano-4-deoxy-alpha-D-arabinoside was converted into both its 2,3-di-O-acetyl and 2,3-di-O-(tertbutyldimethylsilyl) derivatives. The latter, by a process of hydrogenolysis, oxidation, and methanolysis, gave methyl 2,3-di-O-(tert-butyldimethylsilyl)-4-cyano-4-deoxy-D-arabinonate. Reduction of this methyl ester with borane dimethyl sulfide gave, after deprotection, isofagomine lactam.
引用
收藏
页码：449 / 453
页数：5
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