SYNTHESES OF METHYL 2-O-(2'-HYDROXYPROPYL)-ALPHA-D-GLUCOPYRANOSIDES, AND 3-O-(2'-HYDROXYPROPYL)-ALPHA-D-GLUCOPYRANOSIDES AND 6-O-(2'-HYDROXYPROPYL)-ALPHA-D-GLUCOPYRANOSIDES

Authors
GAN LX XU AS SEIB PA
Citation
Lx. Gan et al., SYNTHESES OF METHYL 2-O-(2'-HYDROXYPROPYL)-ALPHA-D-GLUCOPYRANOSIDES, AND 3-O-(2'-HYDROXYPROPYL)-ALPHA-D-GLUCOPYRANOSIDES AND 6-O-(2'-HYDROXYPROPYL)-ALPHA-D-GLUCOPYRANOSIDES, Journal of carbohydrate chemistry, 16(2), 1997, pp. 155-164
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear",Biology
Journal title
Journal of carbohydrate chemistry → ACNP
ISSN journal
07328303
Volume
16
Issue
2
Year of publication
1997
Pages
155 - 164
Database
ISI
SICI code
0732-8303(1997)16:2<155:SOM2A>2.0.ZU;2-D
Abstract
Methyl 6-O-, 3-O- and 2-O-(2'-hydroxypropyl)-alpha-D-glucopyranosides (4, 8, and 12) were synthesized starting from methyl 2,3,4-tri-O-benzy l-alpha-D-glucopyranoside (1), methyl 4,6-O-benzylidene-alpha-D-glucop yranoside (5), and methyl 3-O-benzyl-4,6-O-benzylidene-D-glucopyranosi de (9), respectively. Overall yields were 88%, 6% and 26% of 4, 8 and 12, respectively, with the 2-ether (12) being crystalline and the 3-et her (8) a single diastereomer.