OXYGENATION OF METHYL CYCLOHEXYLPHENYLGLYCOLATE, A CONSTITUTIONAL UNIT OF DRUGS, CATALYSED BY IRON(II) ACETONITRILE SOLVATE

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Oxygenation of methyl O-acetyl-α-cyclohexyl-α-phenylglycolate (4c) with the reagent system Fe(MeCN)²⁺₆-H₂O₂-Ac₂O, a model enzyme system for mono-oxygenase, was investigated in connection with the metabolism of the drug oxybutynin hydrochloride (1) in humans and dogs. Among the oxygenation products 5d, 7, 8, and 9, 5d, 7, and 8 correspond to the mammalian metabolites of 1 except for the stereo-chemistry in 7 and 8. This suggests implications regarding the mechanism of the mammalian metabolism of the drug.