Synthesis of a pentasaccharide repeating unit of the O-specific polysaccharide from the lipopolysaccharide of Providencia alcalifaciens O28

被引:12
|
作者
Mandal, Pintu Kumar [1 ,2 ]
Chheda, Pratik Rajesh [1 ]
机构
[1] CSIR, Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226031, Uttar Pradesh, India
[2] Acad Sci & Innovat Res, New Delhi 110001, India
关键词
Providencia alcalifaciens; Oligosaccharide; Glycosylation; Lipopolysaccharide; H2SO4-silica; PROMOTED REACTIONS; CARBOXYLIC-ACIDS; PRIMARY ALCOHOLS; CLASSIFICATION; OXIDATION; STUARTII; PROTEUS; CORE;
D O I
10.1016/j.tetlet.2014.12.143
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A straightforward convergent synthetic strategy has been developed for the synthesis of the pentasaccharide repeating unit of the O-specific cell wall lipopolysaccharide of Providencia alcalifaciens O28. The target pentasaccharide has been synthesized in excellent yield using a [3+2] block glycosylation approach with minimum number of steps. Here H2SO4-silica has been used successfully as a promoter for glycosylation reaction. All glycosylation steps are high yielding and stereoselective. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:900 / 902
页数:3
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