Structure Reports Online

Volume 65, Part 2 (February 2009)

organic compounds

Acta Cryst. (2009). E65, o414-o415 [ doi:10.1107/S1600536809002876 ]

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

S. F. Jenkinson, D. Best, A. C. Weymouth-Wilson, R. A. Clarkson, G. W. J. Fleet and D. J. Watkin

Abstract: X-ray crystallographic analysis has established that the major product from the protection of D-glucoronolactone with benzaldehyde is (1S)-1,2-O-benzylidene- [alpha] -D-glucurono-6,3-lactone, C₁₃H₁₂O₆, rather than the R epimer. The crystal structure exists as O-HO 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.