Collect. Czech. Chem. Commun. 1991, 56, 1317-1332

Synthesis of N-[(3-substituted phenoxy)alkyl]acetohydroxamic acids, potential inhibitors of the enzyme 5-lipoxygenase

Jiří Svoboda and Jaroslav Paleček

Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6


The synthesis of the title compounds starts from methyl (3-subst. phenoxy)alkanoates II which are reduced to the corresponding aldehydes and then transformed to oximes V by reaction with hydroxylamine. Reduction with borane-pyridine complex gives the hydroxylamines VI which on diacetylation and partial deacetylation provide the hydroxamic acids VIII.