Acta Cryst. (2003). E59, o1486-o1487  [ doi:10.1107/S1600536803019883 ]

4(R)-(N-Benzoylamino)-5(R)-methyltetrahydrofuran-2-one: an L--threonine analogue

M. Doi and A. Asano

Abstract: The title compound, C₁₂H₁₃NO₃, was synthesized from L--threonine, and the lactone ring was formed by nucleophilic reaction of the -hydroxyl group in the presence of a base. The methyl and amino groups are located at cis positions, but the puckering of the lactone ring reduces their steric hindrance. The benzoyl -electrons and amide bond were expected to conjugate to each other, but their least-square planes are inclined at 26.3  (1)°. The hydrogen bonds between the amide bonds extend along the b axis and stabilize the molecular packing.

Online 18 September 2003

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