A Lactone Derived from an Amino Acid with a Cyclohexyl Skeleton: (1S,6R,9S)-6-Benzamido-9-hydroxymethyl-8-oxabicyclo[4.3.0]non-3-en-7-one

In the title compound, C₁₆H₁₇NO₄, the five-membered lactone ring is trans-fused to the cyclohexene ring. The cyclohexene ring exhibits a half-chair conformation with the benzamido group in an axial position. The γ-butyrolactone adopts an envelope conformation with the hydroxymethyl substituent in a pseudo-equatorial position. The crystal structure is stabilized by two intermolecular hydrogen bonds (O—H...O and N—H...O) involving the benzamido and hydroxy groups.

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