Total synthesis of hematoporphyrin and protoporphyrin: A conceptually new approach

P Martin, M Mueller, D Flubacher…

Index: Martin, Pierre; Mueller, Markus; Flubacher, Dietmar; Boudier, Andreas; Blaser, Hans-Ulrich; Spielvogel, Dirk Organic Process Research and Development, 2010 ,  vol. 14,  # 4  p. 799 - 804

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Citation Number: 7

Abstract

The total synthesis of protoporphyrin IX and its disodium salt using a new alternative method to the classical MacDonald condensation is reported. The key step is the reaction of the new unsymmetrical diiodo dipyrrylmethane 1 with the known dipyrrylmethane 2. Coupling of the two fragments leads directly to porphyrin 3 without the need of an oxidizing agent. The new methodology is well suited for the synthesis of protoporphyrin IX derivatives on a multi 100 ...