title: Total synthesis of hematoporphyrin and protoporphyrin; a conceptually new approach.
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 g scale in good quality without the need for chromatography. Furthermore, these preparations are completely free of any contaminant of animal origin, which represents a real improvement in the manufacturing of protoporphyrin IX derivatives.
authors: Solvias AG, Römerpark 2, CH-4303 Kaiseraugst. pierre.martin@solvias.com
authors: Pierre
authors: P
authors: Martin
authors: Markus
authors: M
authors: Müller
authors: Dietmar
authors: D
authors: Flubacher
authors: Andreas
authors: A
authors: Boudier
authors: Dirk
authors: D
authors: Spielvogel
mesh_terms: D006415:Hematoporphyrins / Q000138:chemical synthesis*; D015394:Molecular Structure; D011524:Protoporphyrins / Q000138:chemical synthesis*; D012964:Sodium / Q000737:chemistry*
chemical_list: D006415:Hematoporphyrins; D011524:Protoporphyrins; D012964:Sodium; C028025:protoporphyrin IX