First synthesis of 3′-deoxy Lewisx pentasaccharide

被引:9
作者
Gourmala, C
Zhu, ZY
Luo, Y
Fan, BT
Ghalem, S
Hu, YZ
Zhang, YM
机构
[1] Ecole Normale Super, Dept Chim, CNRS, UMR 8642, F-75231 Paris, France
[2] Univ Paris 07, CNRS, UMR 7086, ITODYS, F-75005 Paris, France
[3] Univ Tlemcen, Lab Chim Organ Subst Nat & Anal, Tilimsen, Algeria
[4] Zhejiang Univ, ZJU ENS Joint Lab Med Chem, Hangzhou 310031, Peoples R China
关键词
D O I
10.1016/j.tetasy.2005.08.007
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The total synthesis of 3'-deoxy Lewis(x) pentasaccharide is reported. 4-O-Acetyl-2,6-di-O-benzoyl-3-deoxy-beta-D-Xylo-hexopyranosyl trichloroacetimidate was condensed with a diol of glucosamine to give a disaccharide, which was further fucosylated to a Lewis(x) trisaccharide analogue. Glycosylation of a lactoside diol with this trisaccharide provided a pentasaccharide, which after deprotection, afforded the target pentasaccharide. (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3024 / 3029
页数:6
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