SYNTHESIS OF A C-DISACCHARIDE GLYCOSYL DONOR AS A KEY BUILDING-BLOCK FOR THE PREPARATION OF NEW BIOLOGICALLY-ACTIVE HEPARIN PENTASACCHARIDEMIMETICS

Citation
A. Helmboldt et al., SYNTHESIS OF A C-DISACCHARIDE GLYCOSYL DONOR AS A KEY BUILDING-BLOCK FOR THE PREPARATION OF NEW BIOLOGICALLY-ACTIVE HEPARIN PENTASACCHARIDEMIMETICS, Bulletin de la Societe chimique de France, 134(10-11), 1997, pp. 1057-1067
Citations number
24
ISSN journal
00378968
Volume
134
Issue
10-11
Year of publication
1997
Pages
1057 - 1067
Database
ISI
SICI code
0037-8968(1997)134:10-11<1057:SOACGD>2.0.ZU;2-5
Abstract
The synthesis of the C-disaccharide imidate 34, a key synthon for the synthesis of heparin pentasaccharide mimetics, is described. The C-int erglycosidic bond was established through 9-endo-trig radical cyclizat ion from two tethered monosaccharides. It was followed by conversion o f the reducing end glucose unit into the required glucuronic acid deri vative.