Efficient one-pot syntheses of α-D-arabinofuranosyl tri- and tetrasaccharides present in cell wall polysaccharide of Mycobacterium tuberculosis

被引:21
作者
Liang, Xing-Yong [1 ]
Deng, Li-Min [1 ]
Liu, Xia [1 ]
Yang, Jin-Song [1 ]
机构
[1] Sichuan Univ, Key Lab Drug Targeting & Delivery Syst, Minist Educ, Dept Chem Med Nat Prod,Sch Pharm, Chengdu 610041, Peoples R China
关键词
Mycobacterium tuberculosis; One-pot glycosylation; Chemoselective glycosylation; Arabinofuranose; AGLYCON TRANSFER; MOTIF-E; OLIGOSACCHARIDES; ARABINOGALACTAN; GLYCOSYLATION; HEXASACCHARIDE; DISACCHARIDES; SUGARS;
D O I
10.1016/j.tet.2009.11.038
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two alpha-D-arabinofuramosyl oligosaccharides (2 and 3) found as constituent parts of the polysaccharide portion from the cell wall of Mycobacterium tuberculosis have been efficiently synthesized via a one-pot glycosylation procedure in which a key step is the chemoselective activation between D-arabinofuranosyl trichloroacetimidate donor 4 and partially protected aryl thioglycosides 5 or 7, respectively. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:87 / 93
页数:7
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