SYNTHESIS OF 2,3-DI-O-GLYCOSYL DERIVATIVES OF METHYL ALPHA-D-GLUCOPYRANOSIDE AND BETA-D-GLUCOPYRANOSIDE

被引:11
作者
NIFANTEV, NE
AMOCHAEVA, VY
SHASHKOV, AS
KOCHETKOV, NK
机构
[1] N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Leninsky Prospect 47
关键词
D O I
10.1016/0008-6215(93)84002-N
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
The syntheses are described of 2,3-di-O-glycosyl derivatives of methyl alpha-and beta-D-glucopyranoside having alpha-D-manno-, beta-D-galacto-, alpha-L-rhamno-, alpha-L-fuco-, and beta-L-fuco-pyranosyl substituents at O-2 and O-3. The syntheses involved glycosylation of methyl 4,6-O-benzylidene-alpha- (24) and -beta-D-glucopyranoside (21), and substituted derivatives of 21 bearing 2-O-(2,3,4,6-tetra-O-benzoyl-alpha-D-mannopyranosyl)-, -(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-, -(2,3,4-tri-O-benzoyl-alpha-L-rhamnopyranosyl)-, and -(2,3,4-tri-O-benzoyl-beta-L-fucopyranosyl) groups.
引用
收藏
页码:211 / 230
页数:20
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