The Preparation of Porphyrin S-411 (Dehydrocoproporphyrin) and Harderoporphyrin from Protoporphyrin IX
David Dolphin and Sivasothy, R.
Can. J. Chem.
Protoporphyrin IX di-Me ester was converted into the two 2,4-positional isomers bearing hydroxyethyl and methoxycarbonylvinyl side chains. The 4-(2-hydroxyethyl) group was extended to a methoxycarbonylethyl group to give the tetra-Me ester of porphyrin S-411 (2-methoxycarbonylvinyl-4-methoxycarbonylethyldeuteroporphyrin di-Me ester). On the other hand reduction of the 4-methoxycarbonylvinyl to the corresponding methoxycarbonylethyl group and dehydration of the 2-(2-hydroxyethyl) to a vinyl side chain gave the tri-Me ester of harderoporphyrin (2-vinyl-4-methoxycarbonylethyldeuteroporphyrin di-Me ester).