2,3-dimethylpyrrole 2,4-dimetlxyl-5-pyrr()le aldehyde 



M 



M 



H 



l^H + OHC 



111 



M H M H 



H H 



pyrromethene A 



+ 

 pyrromethene B 



HBr H H 



57 



deuteroporphyrin 

 CH IX 



deuterohemin 



acetic anhydride 

 +SnCl4 



M P A P M 



Brj 



13] 



HO2C 



H H2 H 



M P + P M 



12] 



CO — CH3 



EtO,C (1 



H 

 { \CH2Br 



M P 



protoporphyrin IX 



p V p 

 diacetyldeuteroporphyrin 



CH(0H)CH3 



hematoporphyrin IX 



M M 



p'' ^y V p 



Fig. 5. Synthesis of hemin. 



M 



