FeCl3-catalyzed α-glycosidation of glycosamine pentaacetates

被引：30

作者：

Wei, Guohua ^{[1
]}

Lv, Xun ^{[1
,2
]}

Du, Yuguo ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Ecoenvironm Sci Res Ctr, State Key Lab Environm Chem & Ecotoxicol, Beijing 100085, Peoples R China

[2] Chinese Acad Sci, Grad Univ, Coll Chem & Chem Engn, Beijing 100049, Peoples R China

来源：

CARBOHYDRATE RESEARCH | 2008年 / 343卷 / 18期

关键词：

Glycopeptide; Mucin; Ferric chloride; alpha-Glycoside; T-N-Antigen;

D O I：

10.1016/j.carres.2008.09.003

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：

An efficient method for the large-scale preparation of alpha-N-acetylglycosaminides, such as fluorogenic T-N-antigen probes and an alpha-GaINAc-Ser derivative, has been achieved using FeCl3-catalyzed one-step condensation between commercially available D-glycosamine pentaacetates and fluorogenic acceptors (or serine acceptor) in refluxing 1,2-dichloroethane. Experimental simplicity, high alpha-stereoselectivity, low cost, satisfactory yield, and the environmentally benign nature are major advantages of our approach. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：3096 / 3099

页数：4

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