REGIOSELECTIVE SULFATION OF DISACCHARIDES USING DIBUTYLSTANNYLENE ACETALS

被引:34
作者
GUILBERT, B [1 ]
DAVIS, NJ [1 ]
FLITSCH, SL [1 ]
机构
[1] DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)78273-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Regioselective sulfation of partially protected disaccharides was achieved from their dibutylstannylene acetals by treatment with sulfur troxide/trimethylamine. Using this methodology 3'-sulfo-N-acetyllactosaminide 5, which is a substrate for fucosyltransferases and is the partial structure of 3'-sulfo-Lewis(X), can be synthesised in two steps from the N-acetylglucosaminide 3 without the need for hydroxyl group protection. Regioselective sulfation was also observed for partially protected maltosides 6 and 7.
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页码:6563 / 6566
页数:4
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