SYNTHESIS OF BETA-D-(1-]4)-SUBSTITUTED TREHALOSE OLIGOSACCHARIDES

Citation
Hp. Wessel et J. Niggemann, SYNTHESIS OF BETA-D-(1-]4)-SUBSTITUTED TREHALOSE OLIGOSACCHARIDES, Journal of carbohydrate chemistry, 14(8), 1995, pp. 1089-1100
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear",Biology
ISSN journal
07328303
Volume
14
Issue
8
Year of publication
1995
Pages
1089 - 1100
Database
ISI
SICI code
0732-8303(1995)14:8<1089:SOBTO>2.0.ZU;2-S
Abstract
Glycosylation of 2,3,6-tri-O-benzyl-alpha-D-glucopyranosyl 2,3-di-O-be nzyl-4,6-O- benzylidene-alpha-D-glucopyranoside (5) with alpha-D-gluco pyranosyl, alpha-maltosyl, and alpha-maltotriosyl bromides 4,7, and 8 afforded the beta-D-(1-->4)-substituted trehalose tri-, tetra-, and pe ntasaccharides 6, 9, and 10 which were fully characterized by H-1 NMR spectroscopy. Deprotection gave the free oligosaccharides 1, 2, and 3.