Date Published: May 01, 2010
Publisher: International Union of Crystallography
Author(s): Sarah F. Jenkinson, Ni Dai, George W. J. Fleet, David J. Watkin.
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.
For carbohydrates as chirons, see: Lichtenthaler & Peters (2004 ▶); Fechter et al. (1999 ▶); Fleet (1989 ▶). For branched sugars and their use as chirons, see: Rao et al. (2008 ▶); Jones et al. (2008 ▶); Booth et al. (2008 ▶); Hotchkiss, Kato et al. (2007 ▶); da Cruz et al. (2008 ▶); Soengas et al. (2005 ▶). For the structures of similar sugars, see: Chesterton et al. (2006 ▶); Booth et al. (2007 ▶); Hotchkiss, Jenkinson et al. (2007 ▶); Baird et al. (1987 ▶); Bruce et al. (1990 ▶); Punzo et al. (2005 ▶). For the extinction correction, see: Larson (1970 ▶).