Investigations into the synthesis of amine-linked neodisaccharides

被引:21
作者
Akhtar, Tashfeen [1 ]
Cumpstey, Ian [1 ]
机构
[1] Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
关键词
aminosugars; disaccharides; carbohydrates; glycomimetics;
D O I
10.1016/j.tetlet.2007.10.039
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Six tail-to-tail amine-linked neodisaccharides were synthesised as potential glycomimetics. Primary-primary linked compounds were synthesised using Mitsunobu chemistry with glucose-6-sulfonamides as nucleophiles and primary carbohydrate alcohols as electrophiles. Primary-secondary linked compounds were synthesised by epoxide ring opening with carbohydrate 6-amines. Deprotection of all neodisaccharides was carried out using dissolving metal reduction. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8673 / 8677
页数:5
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