A CONVENIENT APPROACH TO SYNTHESIS OF THI OGLYCOSIDE-TYPE ANALOGS OF GALACTOSYLDIGLYCERIDES

Authors
ANIKIN MV DUBOVSKAYA SI CHUPIN VV SEREBRENNIKOVA GA
Citation
Mv. Anikin et al., A CONVENIENT APPROACH TO SYNTHESIS OF THI OGLYCOSIDE-TYPE ANALOGS OF GALACTOSYLDIGLYCERIDES, Bioorganiceskaa himia, 19(11), 1993, pp. 1102-1110
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Bioorganiceskaa himia → ACNP
ISSN journal
01323423
Volume
19
Issue
11
Year of publication
1993
Pages
1102 - 1110
Database
ISI
SICI code
0132-3423(1993)19:11<1102:ACATSO>2.0.ZU;2-E
Abstract
A useful semiproduct for preparing thioglycoside-type analogues of gal actosyldiglycerides, traacetyl-beta-D-galactopyranosyl)-3-thioglycerol , has been synthesized by glycosylation of 3-thioglycerol with beta-ac etylgalactosyl bromide. Its acylation with palmitoyl chloride gave etr aacetyl-beta-D-galactopyranosyl)-3-thioglycerol as a mixture of two di astereomers separated by flow recycling HPLC on a silica gel column. T he final removal of the protective acetyl groups led to oyl-S-(beta-D- galactopyranosyl)-1-thio-sn-glycerol and yl-S-(beta-D-galactopyranosyl )-3-thio-sn-glycerol.