Methyl (2′R,3′R)-6-deoxy-3,4-O-(2′,3′-dimethoxybutane-2′,3′-diyl)-2-O-toluene-p-sulfonyl-α-L-mannopyranoside

In the title compound, C20H30O9S, (III), both six-membered rings adopt chair conformations, placing H3 and the 2-sulf­on­yl­oxy group in the antiperiplanar arrangement required for an E2 reaction. However, unlike other α-manno­pyran­oside-2-sulfonates, the 2-O-tri­fluoro­methyl­sulfonyl (tri­fluoro­methane­sulfonate) derivative, (II), underwent an SN2 displacement with an azide ion to give methyl (2′R,3′R)-2-azido-2,6-di­deoxy-3,4-O-(2′,3′-di­methoxy­butane-2′,3′-diyl)-α-l-gluco­pyran­oside, (IV), in pref­erence to the E2 reaction.