The chemistry of pyrrolic compounds. XXIX. Synthesis of some derivatives of deuteroporphyrin-IX

Abstract

The synthesis of the 2- and 4-acetyl-, and the 2- and 4- methoxycarbonyl-deuteroporphyrin-IX dimethyl esters has been achieved by the oxidative cyclization of bilene-b intermediates. Interconversion of the acetyl- and methoxycarbonyl-deuteroporphyrins has been carried out via the hydroxyethyl, vinyl and formyl derivatives. In this way the structural assignments of the two series of isomers have been rigorously defined and this has necessitated revision of earlier formulations.