5594-29-6Relevant articles and documents
Stereoselective synthesis of the nitric-reducing cofactor herme d1 from hematoporphyrin
Romanowski, Frank,Mai, Gerhard,Kusch, Dirk,Montforts, Franz-Peter,Bats, Jan W.
, p. 1572 - 1586 (1996)
The nitrite-reducing cofactor heme d1 has been synthesized in a few synthetic steps, starting from readily accessible hematoporphyrin dimethyl ester (rac-4a). A single-crystal structure analysis of the synthesized target molecule rac-10a unequivocally established the constitution and the relative configuration of heme d1 (3).
Total synthesis of hematoporphyrin and protoporphyrin: A conceptually new approach
Martin, Pierre,Mueller, Markus,Flubacher, Dietmar,Boudier, Andreas,Blaser, Hans-Ulrich,Spielvogel, Dirk
, p. 799 - 804 (2011/03/19)
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.