2-Azido-2-deoxy-3,4-O-isopropylidene-2-C-methyl-d-talono-1,5-lactone

Abstract

The relative stereochemistry of the title compound, C10H15N3O5, was confirmed by the crystal structure determination. The absolute configuration was determined from the use of d-lyxonolactone as the starting material. The six-membered ring adopts a boat conformation with the larger azide group, rather than the methyl group, in the bowsprit position. In the crystal structure, a bifurcated intermolecular O—H...O/O—H...N hydrogen bond links molecules into chains running parallel to the b axis.