Rotational isomerism in 6-β-D-glucopyranosides of methyl-1,2,6-thiadiazin-3(2H)-one 1,1-dioxides

Glucopyranosides of methyl-1,2,6-thiadiazin-3(2H)-one 1,1-dioxides have been synthesized and their rotational isomerism studied. Two of them exist, in solution, as mixtures of syn : anti rotamers, at room temperature. In the case of the diglucoside, the barriers to rotation about both glycosidic bonds have been calculated by dynamic 13C NMR.