A CONVENIENT SYNTHESIS FOR ANOMERIC 2-THIOGLUCOBIOSES, 2-THIOKOJIBIOSE AND 2-THIOSOPHOROSE

被引：28

作者：

DEFAYE, J ^{[1
]}

GUILLOT, JM ^{[1
]}

机构：

[1] CTR ETUD GRENOBLE,CEA,DEPT RECH FONDAMENTALE MAT,SESAM,F-38041 GRENOBLE,FRANCE

来源：

CARBOHYDRATE RESEARCH | 1994年 / 253卷

关键词：

D O I：

10.1016/0008-6215(94)80064-2

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：

2-S-alpha-D-Glucopyranosyl-2-thio-D-glucopyranose (2-thiokojibiose, 8) and 2-S-beta-D-glucopyranosyl-2-thio-D-glucopyranose (2-thiosophorose, 14) were conveniently prepared by S(N)2 reaction of the corresponding anomers of 2,3,4,6-tetra-O-acetyl-1-thio-D-glucopyranose with 1,3,4,6-tetra-O-acetyl-2-O-triflyl-beta-D-mannopyranose, followed by a deprotection sequence for the anomeric acetate involving conversion into the 1-propenyl glycosides. Alkaline O-deacetylation was followed by smooth hydrolysis of the propenyl group at pH similar to 2.

引用

页码：185 / 194

页数：10

共 23 条

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