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P抗原四糖(球四糖)的甲基糖苷和1-辛基糖苷的合成

Synthesis of the methyl and 1-octyl glycosides of the P-antigen tetrasaccharide (globotetraose).

作者信息

Leontein K, Nilsson M, Norberg T

出版信息

Carbohydr Res. 1985 Dec 1;144(2):231-40. doi: 10.1016/s0008-6215(00)90671-2.

DOI:10.1016/s0008-6215(00)90671-2
PMID:4092205
Abstract

The methyl and 1-octyl beta-glycosides of the P-antigen tetrasaccharide [globotetraose, beta-D-GalpNAc-(1----3)-alpha-D-Galp-(1----4)-beta-D-Galp-(1----4) -D-Glc] were synthesised from a tetrasaccharide precursor, prepared using methyl disaccharide 1-thioglycosides as intermediates. In the key glycosidation with silver triflate, HO-2 was used as an alpha-directing group in the glycosyl bromide.

摘要

P抗原四糖[球四糖,β-D-氨基半乳糖-(1→3)-α-D-半乳糖-(1→4)-β-D-半乳糖-(1→4)-D-葡萄糖]的甲基和1-辛基β-糖苷是由四糖前体合成的,该四糖前体是以甲基二糖1-硫代糖苷为中间体制备的。在使用三氟甲磺酸银的关键糖基化反应中,HO-2在糖基溴中用作α-导向基团。

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