Synthesis of 5-O-β-D-galactofuranosyl-D-galactofuranose

Abstract

Conversion of benzyl alpha beta-D-galactofuranoside into the 5,6-O-[α-(dimethyl-amino)benzylidene] derivative, followed by acetylation of HO-2 and HO-3, and selective ring opening or the acetal, gave benzyl 2,3-di-O-acetyl-6-O-benzoyl-α β-D-galactofuranoside (4). The title disaccharide was synthesised from 4 by reaction with 3,4,6-tri-O-acetyl-α-D-galactofuranose 1,2-(methyl orthoacetate) followed by removal of protecting groups