Abstract

AbstractA series of N‐β(γ)‐acyloxyalkylnortropinones have been synthesized and studied by 1H and 13C nmr spectroscopy, and the crystal structure of N‐[γ‐(p‐chlorophenylcarbonyloxy)propyl]nortropinone 4 has been determined by X‐ray diffraction. The compounds studied display in deuteriochloroform solution the same preferred conformation. The pyrrolidine and piperidone rings adopt a flattened N‐8 envelope and distorted chair conformation, puckered at N‐8 and flattened at C‐3 respectively, with the N‐substituent in axial position with respect to the piperidone ring. These results are in close agreement with that found for compound 4 in the crystalline state.

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