Synthesis of a thio-linked analogue of sialyl Lewis X

被引：66
|
作者：
Eisele, T
Toepfer, A
Kretzschmar, G
Schmidt, RR
机构：
[1] UNIV KONSTANZ,FAK CHEM,D-78434 CONSTANCE,GERMANY
[2] HOECHST AG,ZENT FORSCH,D-65926 FRANKFURT,GERMANY
来源：
TETRAHEDRON LETTERS | 1996年 / 37卷 / 09期
关键词：
D O I：
10.1016/0040-4039(96)00061-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Thiolinked sialyl Lewis X analogue 2 was obtained from neuraminic acid, D-galactose, and L-fucose. Galactose was transformed into 3-thiogalactose building block 6 and also into the required 3,4-dithioglucose moiety. Thioglycoside bond formation was performed via base-promoted S-glycosylation [Neu5Aca alpha(2-3S)Gal and Gal beta(1-4S)Glc linkages] and via acid catalyzed S-glycosylation [Fuca(1-3S)Glc and Glc beta-(1-1S)heptyl linkages].
引用
收藏
页码：1389 / 1392
页数：4
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