Stereospecific synthesis of the α- and β-D-glucopyranosyl ureas

被引:58
作者
Ichikawa, Y [1 ]
Nishiyama, T [1 ]
Isobe, M [1 ]
机构
[1] Nagoya Univ, Sch Bioagr Sci, Organ Chem Lab, Nagoya, Aichi 4648601, Japan
关键词
D O I
10.1021/jo0100751
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new, one-pot, two-stage procedure for the preparation of the alpha- and beta -D-glucopyranosyl ureas has been developed. Oxidation of glucopyranosyl isocyanides provides glucopyranosyl isocyanates, which can be trapped in situ with amines to afford good yields of glucopyranosyl ureas, Application of this method establishes the successful synthesis of the hitherto unknown N,N'-di-alpha,alpha- and alpha,beta -D-glucopyranosyl ureas.
引用
收藏
页码:4200 / 4205
页数:6
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