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
1996
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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