7-Azido-N,N-diethyl-4,5-O-isopropyl­idene-4-C-methyl-3,6-anhydro-7-de­oxy-d-glycero-d-manno-heptonamide

The reaction of 5-azido-5-de­oxy-2,3-O-isopropyl­idene-2-C-methyl-d-ribose with N,N-diethyl-2-(dimethyl­sulfuranyl­idene)acetamide gave the title compound, C(15)H(26)N(4)O(5), as the major product arising from initial formation of an epoxide which was subsequently opened by intra­molecular attack of the free 4-hydroxyl group. X-ray crystallography confirmed the relative stereochemistry of the title compound and the absolute configuration was determined by the use of d-ribose as the starting material. The crystal structure contains chains of mol­ecules running parallel to the a axis, being linked by weak bifurcated O—H⋯(N,N) hydrogen bonds.