EFFICIENT AND STEREOSELECTIVE SYNTHESIS OF METHYL 3-O-(3,6-ANHYDRO-BETA-D-GALACTOPYRANOSYL)-ALPHA-D-GALACTOPYRANOSIDE AND METHYL 3,6-ANHYDRO-4-O-BETA-D-GALACTOPYRANOSYL-ALPHA-D-GALACTOPYRANOSIDE

被引：10

作者：

RASHID, A

MACKIE, W

机构：

[1] Carbohydrate Group, Department of Biochemistry and Molecular Biology, University of Leeds, Leeds

来源：

CARBOHYDRATE RESEARCH | 1992年 / 223卷

关键词：

D O I：

10.1016/0008-6215(92)80013-Q

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：

Methyl 3-O-(3,6-anhydro-beta-D-galactopyranosyl)-alpha-D-galactopyranoside (3) and methyl 3,6-anhydro-4-O-beta-D-galactopyranosyl-alpha-D-galactopyranoside (4) have been synthesised stereoselectively using three coupling procedures. Acceptable yields were achieved using acetylated derivatives as donors and trimethylsilyl triflate as the catalyst. Intramolecular tosylate displacement to form 3,6-anhydro rings proceeded in methanolic sodium methoxide.

引用

页码：147 / 155

页数：9

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