Stereoselective in??vitro aromatic??ring oxygenations of chiral 1, 4??benzodiazepin??2??ones

D Kolbah, N Blažević, M Hannoun…

Index: Kolbah; Blazevic; Hannoun; et al. Helvetica Chimica Acta, 1977 , vol. 60, # 1 p. 265 - 283

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Citation Number: 16

Abstract

Abstract Biological N (1)-demethylation and C (3)-hydroxylation of two enantiomeric 1, 4- benzodiazepin-2-ones 1 and 2 (cf. scheme 2) were found to be nonstereoselective. Aromatic- ring hydroxylation, however, took place in the (S)-series only, leading to 3′-and 4′- hydroxylated, N (1)-demethylated, metabolites (54 and 56, cf. scheme 5: these structures were unambiguously confirmed by comparing their UV., CD., and mass spectra with those ...