Studies concerning the antibiotic actinonin. Part IV. Synthesis of structural analogues of actinonin by the mixed anhydride method
Abstract
The reaction between alkylsuccinic anhydrides (III) and O-benzylhydroxylamine yields the acids (VI). These acids (VI) may be coupled with amino-amides (II) by the mixed anhydride procedure, giving a mixture of the racemates (VIII) and (IX). Hydrogenolysis of the O-benzylhydroxamic acids (VIII) and (IX) yields structural analogues [(X) and (XI)] of the natural antibiotic actinonin (I).