Acta Crystallographica Section E (Feb 2009)

(1S)-1,2-O-Benzylidene-α-d-glucurono-6,3-lactone

  • David J. Watkin,
  • George W. J. Fleet,
  • Robert A. Clarkson,
  • Alexander C. Weymouth-Wilson,
  • Daniel Best,
  • Sarah F. Jenkinson

DOI
https://doi.org/10.1107/s1600536809002876
Journal volume & issue
Vol. 65, no. 2
pp. o414 – o415

Abstract

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X-ray crystallographic analysis has established that the major product from the protection of d-glucoronolactone with benzaldehyde is (1S)-1,2-O-benzylidene-α-d-glucurono-6,3-lactone, C13H12O6, rather than the R epimer. The crystal structure exists as O—H...O hydrogen-bonded chains of molecules lying parallel to the a axis. The absolute configuration was determined by the use of d-glucuronolactone as the starting material.