PREPARATION OF 8-METHOXYCARBONYLOCTYL GLYCOSIDES OF α-D-MANNOPYRANOSE, 2-O-α-MANNOPYRANOSYL-α-D-MANNOPYRANOSE, β-D-GALACTOFURANOSE, AND 3-O-β-D-GALACTOFURANOSYL-α-D-MANNOPYRANOSE

Article abstract of DOI:10.1016/S0008-6215(00)90094-6

The 8-methoxycarbonyloctyl glycosides of α-D-mannopyranose, 2-O-α-mannopyranosyl-α-D-mannopyranose, β-D-galactofuranose, and 3-O-β-D-galactofuranosyl-α-D-mannopyranose were prepared as intermadiates for the synthesis of complexes with the general structure mono-(or di-)saccharide-lipid spacer-protein having possible antigenic and immunogenic activity in respect to infection with Trypanosoma cruzi.Tri-O-acetyl-1,2-O-(1-methoxyethylidine) derivatives of D-mannopyranose and D-galactofuranose were teated with alcohols in the presence and absence of mercuric bromide to give othoesters which rearranged into glycosides.