Preparation of orthogonally protected chitosan oligosaccharides: observation of an anomalous remote substituent effect

被引：12
作者：
Liew, ST [1 ]
Wei, A [1 ]
机构：
[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA
来源：
CARBOHYDRATE RESEARCH | 2002年 / 337卷 / 14期
关键词：
chitin; protecting groups; glycosylation;
D O I：
10.1016/S0008-6215(02)00124-6
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：
Orthogonally protected chitosan tetrasaccharides were synthesized in a convergent fashion by trichloroacetimidate activation. The anomeric substituent at the reducing end of the disaccharide acceptor has a remarkably strong influence on glycosidic coupling; a thiophenyl-substituted disaccharide was observed to be an unusually poor glycosyl acceptor in comparison with the corresponding allyloxy-substituted disaccharide. (C) 2002 Elsevier Science Ltd. All rights reserved.
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收藏
页码：1319 / 1324
页数：6
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