A new synthetic method for α- and β-glycosyl ureas and its application to the synthesis of glycopeptide mimics with urea-glycosyl bonds

被引：1
|
作者：
Ichikawa, Y [1 ]
Nishiyama, T [1 ]
Isobe, M [1 ]
机构：
[1] Nagoya Univ, Sch Bioagr Sci, Organ Chem Lab, Chikusa Ku, Nagoya, Aichi 4648601, Japan
来源：
SYNLETT | 2000年 / 09期
关键词：
amines; azides; carbohydrate; glycosyl isocyanate; urea;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new procedure for the stereospecific synthesis of alpha- and beta -glycosyl isocyanates by oxidation of glycosyl isocyanides has been developed. The reaction of alpha- and beta -glucosyl isocyanates with amines proceeds smoothly to provide alpha- and beta -glucosyl ureas with a net retention of the stereochemistry at the anomeric position. This method offers the synthesis of a building block for the glycopeptide mimics with urea-glycosyl linkages.
引用
收藏
页码：1253 / 1256
页数：4
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