title: Synthesis of the methyl and 1-octyl glycosides of the P-antigen tetrasaccharide (globotetraose).
abstract: The methyl and 1-octyl beta-glycosides of the P-antigen tetrasaccharide [globotetraose, beta-D-GalpNAc-(1----3)-alpha-D-Galp-(1----4)-beta-D-Galp-(1----4) -D-Glc] were synthesised from a tetrasaccharide precursor, prepared using methyl disaccharide 1-thioglycosides as intermediates. In the key glycosidation with silver triflate, HO-2 was used as an alpha-directing group in the glycosyl bromide.
mesh_terms: D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D005915:Globosides; D006027:Glycosides / Q000138:chemical synthesis*; D006028:Glycosphingolipids; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D009904:Optical Rotation
chemical_list: D005915:Globosides; D006027:Glycosides; D006028:Glycosphingolipids; D007202:Indicators and Reagents; C035968:globotetraose