METHOD FOR PREPARING DESFERRIOXAMINE B AND HOMOLOGS THEREOF

摘要

A new and versatile route to N'-¢5-¢¢4-¢¢5-(acetylhydroxyamino)pentyl!amino!-1,4-dioxobutyl!hydroxyamino!pentyl!-N-(5-aminopentyl)-N-hydroxybutanediamide, desferrioxamine B (DFO) is described. N-Benzyloxy-1,5-diaminopentane is selectively protected at the primary amino site. The product is reacted at the benzyloxyamine with an anhydride to produce a carboxylic acid which is, in turn, acylated regiospecifically with a diamine at the primary amine to give a benzyloxyamine. The previous two steps are repeated to afford a DFO reagent. Acetylation of the DFO reagent, followed by hydrogenolysis and tertbutoxycarbonyl group removal, furnishes DFO.