Tetracycline studies. Part I. The selective oxidation of 6-methylpretetramid
Abstract
Oxygenation of 6-methylpretetramid in aqueous alkaline medium occurs selectively with the formation of 1,4,6,11-tetrahydro-3,6,10,12-tetrahydroxy-6-methyl-1,4,11-trioxonaphthacene-2-carboxamide. This is readily reduced to 4-hydroxy-6-methylpretetramid which, like 6-methylpretetramid, is an intermediate in the biosynthesis of tetracycline.