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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