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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.

acta crystallographica. section e

7-Azido-N,N-diethyl-4,5-O-isopropylidene-4-C-methyl-3,6-anhydro-7-deoxy-<scp>D</scp>-glycero-<scp>D</scp>-manno-heptonamide

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