PREPARATION OF BENZOYL-2,6-DIDEOXY-3-O-METHYL-BETA-D-ALLOPYRANOSE ANDITS DISACCHARIDE DERIVATIVE

Citation
F. Wang et al., PREPARATION OF BENZOYL-2,6-DIDEOXY-3-O-METHYL-BETA-D-ALLOPYRANOSE ANDITS DISACCHARIDE DERIVATIVE, Journal of carbohydrate chemistry, 12(7), 1993, pp. 823-831
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear",Biology
ISSN journal
07328303
Volume
12
Issue
7
Year of publication
1993
Pages
823 - 831
Database
ISI
SICI code
0732-8303(1993)12:7<823:POBA>2.0.ZU;2-E
Abstract
4-O-benzoyl-2,6-dideoxy-3-O-methyl-D-allopyranose, needed as one of th e building blocks for construction of a novel cyclodextrin-like compou nd, was prepared in the form of crystalline beta-anomer 6 from methyl o-4,6-O-benzylidene-2-deoxy-alpha-D-allopyranoside 1. As a model of al pha-glycosidation necessary for formation of a cyclic structure, 6 was converted into the corresponding beta-glycosyl trichloroacetimidate a nd coupled with methyl 6-O-benzyl-2,3-di-O-methyl-alpha-D-glucopyranos ide 8, giving alpha(1-->4)-linked disaccharide derivative 9.