Some analogues of glycyrrhizin were synthesized by coupling of methyl glycyrrhetate with per-O-acetylated glycosyl bromides of mono- and disaccharides by means of Koenigs-Knorr type condensation followed by deprotection. Sophorosyl and 6, 6'-dideoxysophorosyl analogues were synthesized through stepwise glycosylation. The anomeric configuration of newly formed sugar-aglycone linkages of these glycosides (4a-p, and 7) were determined as β on the basis of 1H- and 18C-nuclear magnetic resonance spectral data.