title: Preparation of 8-methoxycarbonyloctyl glycosides of alpha-D-mannopyranose, 2-O-alpha-mannopyranosyl-alpha-D-mannopyranose, beta-D-galactofuranose, and 3-O-beta-D-galactofuranosyl-alpha-D-mannopyranose.
abstract: The 8-methoxycarbonyloctyl glycosides of alpha-D-mannopyranose, 2-O-alpha-mannopyranosyl-alpha-D-mannopyranose, beta-D-galactofuranose, and 3-O-beta-D-galactofuranosyl-alpha-D-mannopyranose were prepared as intermediates 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-methoxyethylidene) derivatives of D-mannopyranose and D-galactofuranose were treated with alcohols in the presence and absence of mercuric bromide to give orthoesters which rearranged into glycosides.
mesh_terms: D000818:Animals; D000947:Antigens, Helminth; D014355:Chagas Disease / Q000276:immunology*; D004187:Disaccharides; D005690:Galactose; D006027:Glycosides / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008358:Mannose
chemical_list: D000947:Antigens, Helminth; D004187:Disaccharides; D006027:Glycosides; D007202:Indicators and Reagents; D008358:Mannose; D005690:Galactose