Side reactions with 2,2,2-trichloroethoxysulfates during the synthesis of glycans

被引：5

作者：

Matsushita, Kenya ^{[1
]}

Sato, Yuta ^{[2
]}

Funamoto, Shinji ^{[3
]}

Tamura, Jun-ichi ^{[1
,3
]}

机构：

[1] Tottori Univ, Grad Sch Engn, Dept Chem & Biotechnol, Tottori 6808552, Japan

[2] Otsuka Chem Co Ltd, Tokushima 7710193, Japan

[3] Tottori Univ, Fac Reg Sci, Dept Reg Environm, Tottori 6808551, Japan

来源：

CARBOHYDRATE RESEARCH | 2014年 / 396卷

关键词：

Protected sulfate; 2,2,2-Trichloroethoxysulfate; Sulfated oligosaccharide; Glycan synthesis; Intramolecular attack; SULFATE; MONOSACCHARIDES; DERIVATIVES; PROTECTION;

D O I：

10.1016/j.carres.2014.05.012

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Protected sulfate groups may be used as an alternative tool to provide sulfate esters at hydroxyl and amino groups, particularly on complex glycans. We examined 2,2,2-trichloroethoxysulfation at the mono-, di-, and trihydroxyl groups of saccharide moieties to show regioselective sulfation. We found some side reactions including inter- and intramolecular nucleophilic reactions with 2,2,2-trichloroethoxysulfates. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：14 / 24

页数：11

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