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

页码：1253 / 1256

页数：4

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