Methyl [2,4,5-trihydr­oxy-6-(hydroxy­methyl)­per­hydro­pyran-3-yl]carbamate

The title compound, C₈H₁₅NO₇, the meth­yl carbamate of β-D-glucosa­mine has been synthesized, in moderate yield, from the reaction of β-D-glucosa­mine hydro­chloride and meth­yl chloro­formate. There are two crystallographically independent mol­ecules in the asymmetric unit. In both mol­ecules, the pyran­ose ring adopts a slightly distorted chair conformation. In the crystal structure, mol­ecules are packed along the a axis, with intra- and inter­molecular O—H...O, N—H...O and C—H...O hydrogen bonds.