Absolute configuration of (+)-5-(3-hydroxyphenyl)-5-phenylhydantoin, the major metabolite of 5,5-diphenylhydantoin in the dog

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Abstract
5-(3-Hydroxyphenyl)-5-phenylhydantoin (m-HPPPH) was resolved by crystallization of the brucine salts. The (+) enantiomer was converted to (-)-5-cyclohexyl-5-phenylhydantoin, a compound previously demonstrated to have the R configuration. The R configuration can accordingly be assigned to (+)-m-HPPH, the principal metabolite of 5,5-diphenylhydantoin (phenytoin) in the dog.