Acta Cryst. (2007). E63, o574-o576  [ doi:10.1107/S1600536806055322 ]

2,5-Anhydro-N-benzyl-2-C-methyl-D-arabinonamide [(2S,3R,4R)-N-benzyl-3,4-dihydroxy-2-methyltetrahydrofuran-2-carboxamide]

D. J. Cox, A. E. Håkansson, G. W. J. Fleet and D. J. Watkin

Abstract: The size of the ring and relative configuration of the chiral centres in the title compound, C₁₃H₁₇NO₄, formed by the preferential formation of the hindered five-membered ring tetrahydrofuran rather than the expected three-membered ring epoxide, was established by X-ray crystallographic analysis; the absolute configuration was determined by the use of 2-C-methyl-D-arabinono-lactone as the starting material. The crystal structure consists of hydrogen-bonded layers lying with their hydrophobic surfaces in contact.

Online 10 January 2007

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