Acta Crystallographica Section E (Oct 2009)

(2S,3R,4R,5R)-3,4-Dihydroxy-5-(hydroxymethyl)pyrrolidine-2-carboxylic acid [(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)proline]

  • Daniel Best,
  • Sarah F. Jenkinson,
  • Amber L. Thompson,
  • David J. Watkin,
  • Francis X. Wilson,
  • Robert J. Nash,
  • George W. J. Fleet

DOI
https://doi.org/10.1107/S1600536809035636
Journal volume & issue
Vol. 65, no. 10
pp. o2418 – o2419

Abstract

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The crystal structure of the title compound, C6H11NO5, establishes the relative configuration at the four stereogenic centres; the absolute configuration is determined by the use of d-glucuronolactone as the starting material for the synthesis. Molecules are linked by intermolecular O—H...O and N—H...O hydrogen bonds into a three-dimensional network, with each molecule acting as a donor and acceptor for five hydrogen bonds.