Abstract
The meta hydroxyphenyl analog of α-prodine (1,3-dimethyl-(4-meta-hydroxy phenyl)-4-propionyloxypiperidine) free base crystallizes in the orthorhombic space group P212121. The relative configuration of the compound shows the piperidine ring is in a chair conformation, the phenyl ring, the 3-methyl, and the N-methyl are equatorial, and the 4-propionyloxy group is axial. The molecular structure is similar to that of racemic α-prodine and the potent opioid agonist, ketobemidone. There is a hydrogen bond between N(1) ... O(1) 2.79 Å.
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Cody, V., Li, N., Khanolkar, A.D. et al. Crystal structure of the meta hydroxyl phenyl analog of α(+)-prodine. J Chem Crystallogr 26, 601–605 (1996). https://doi.org/10.1007/BF01668620
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DOI: https://doi.org/10.1007/BF01668620