Synthesis of 2-(p-Trifluoroacetamidophenyl)Ethyl and Methyl Glycosides ofO-(2-Acetamido-2-Deoxy-α-D-Glucopyranosyl)-(1→3)-O-α-L-Rhamnopyranosyl-(1→3)-O-α-L-Rhamnopyranosyl-(l→2)-α-D-Galactopyranose, Corresponding to the Repeating Unit of theShigella DysenteriaeType 1 CEll Wall Lipopolysaccharide, and Also of DI- and Trisaccharide Fragments Thereof

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Abstract
2-(p-Trifluoroacetamidophenyl)ethyl and methyl glycosides of a tetrasaccharide repeating unit corresponding to that of the Shigella dysenteriae type 1 cell wall lipopolysaccharide, of a rhamnosyl-rhamnosylgalactose trisaccharide, and of a rhamnosylrhamnose and a rhamnosylgalactose disaccharides are described. The main glycosylation method used was activation of thioglycosides with dimethyl(methylthio)-sulfonium triflate (DMTST).