SYNTHESIS OF C-FUCOPYRANOSYL ANALOGS OF GDP-L-FUCOSE AS INHIBITORS OF FUCOSYLTRANSFERASES

被引:45
作者
LUENGO, JI
GLEASON, JG
机构
[1] Department of Medicinal Chemistry, SmithKline Beecham Pharmaceuticals, Swedeland, PA 19479
关键词
D O I
10.1016/S0040-4039(00)60893-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The syntheses of the C-fucopyranosyl analogs of GDP-L-fucose 2 - 5 as potential inhibitors of fucosyltransferases are reported. The synthetic routes are based on the C-glycosidation of tetra-O-acetyl-alpha-L-fucopyranose 6 under conditions that provided either beta- or alpha- C-fucosides with high stereoselectivity. Coupling to GMP was effected by Khorana's phosphomorpholidate method.
引用
收藏
页码:6911 / 6914
页数:4
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