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Chemical Studies on Drug Metabolism II. N ‐Demethylation and N ‐Oxidation of Some Alicyclic Amines by Ruthenium Tetroxide
Author(s) -
Perrone Roberto,
Carbonara Giuseppe,
Tortorella Vincenzo
Publication year - 1984
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19843170712
Subject(s) - alicyclic compound , chemistry , nonane , demethylation , lipophilicity , medicinal chemistry , organic chemistry , ruthenium , octane , steric effects , biochemistry , gene expression , dna methylation , gene , catalysis
Oxidation with ruthenium tetroxide of alicyclic N ‐methylamines such as pempidine (1a) , 9‐methyl‐9‐azabicyclo[3.3.1]nonane (2a) , and 8‐methyl‐8‐azabicyclo[3.2.1]octane (3a) , in which carbon atoms linked to nitrogen are sterically hindered, leads to the N ‐formyl and N ‐demethylated derivatives. The latter, when further oxidized, give the N ‐oxides in good yields.