SYNTHESIS OF N-CHLOROACETYL-BETA-GLYCOPYRANOSYLAMINES, DERIVATIVES OFMONOSACCHARIDES AND LACTOSE

Authors
LIKHOSHERSTOV LM NOVIKOVA OS SHIBAEV VN KOCHETKOV NK
Citation
Lm. Likhosherstov et al., SYNTHESIS OF N-CHLOROACETYL-BETA-GLYCOPYRANOSYLAMINES, DERIVATIVES OFMONOSACCHARIDES AND LACTOSE, Russian chemical bulletin, 45(7), 1996, pp. 1760-1763
Citations number
11
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
45
Issue
7
Year of publication
1996
Pages
1760 - 1763
Database
ISI
SICI code
1066-5285(1996)45:7<1760:SONDO>2.0.ZU;2-U
Abstract
N-Chloroacetyl-beta-glycosylamines were synthesized from various monos accharides (hexoses, pentoses, deoxysugars, uronic acids, and sugar ph osphates) and a disaccharide (lactose) by N-acylation of the correspon ding beta-glycosylamines with chloroacetic anhydride in DMF. In some c ases, treatment of monosaccharides with NH3 in the presence of (NH4)CO 3 in MeOH or aqueous MeOH was more efficient than the methods previous ly described, as it gave beta-glycosylamines in higher yields.