15295-25-7

Basic information

• Product Name: 3,3'-<8-Acetyl-2,7,12,18-tetramethyl-21H,23H-porphyrin-13,17-diyl>dipropionsaeure-dimethylester
• CAS NO: 15295-25-7
• Molecular Weight: 580.684
• Mol File: 15295-25-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3,3'-<8-Acetyl-2,7,12,18-tetramethyl-21H,23H-porphyrin-13,17-diyl>dipropionsaeure-dimethylester(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-<8-Acetyl-2,7,12,18-tetramethyl-21H,23H-porphyrin-13,17-diyl>dipropionsaeure-dimethylester(15295-25-7)
• EPA Substance Registry System: 3,3'-<8-Acetyl-2,7,12,18-tetramethyl-21H,23H-porphyrin-13,17-diyl>dipropionsaeure-dimethylester(15295-25-7)

Safety Data

• Hazardous Substances Data: 15295-25-7(Hazardous Substances Data)

Upstream product

• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 84195-04-0 copper (II) deuteroprophyrin IX dimethyl ester 
• 10589-94-3 deuteroporphyrin IX dimethyl ester 

Relevant articles and documents

Oxidative rearrangement of acetylporphyrins

Oxidative rearrangement of 2-/4-monoacetyl- and 2,4-diacetlydeuteroporphyrin IX dimethyl esters by methanolic thallic nitrate trihydrate in presence of conc, nitric acid furnished the corresponding mono- and dimethoxycarbonylmethylporphyrins, respectively.

PARTIAL SYNTHESES OF 1- AND 3-METHYL DEUTERIATED DERIVATIVES OF PROTOPORPHYRIN-IX FROM PROTOHEMIN

Treatment of 2,4-diacetyldeuteroporphyrin-IX dimethyl ester (3) with sodium methoxide in methanol-d affords the 1,3-di-(trideuteriomethyl) derivative in which the acetyl methyls and propionate methylenes adjacent to the ester carbonyl have also been deuteriated.The acetyl methyls and propionates can be back-exchanged under acidic conditions, but the 1- and 3-methyls retain their isotope labeling.Reduction with sodium borohydride, followed by dehydration affords the corresponding 1,3-di-(trideuteriomethyl)-protoporphyrin-IX dimethyl ester (4) with approximately 95percent deuteriation in the methyls.Insertion of iron and hydrolysis affords the corresponding hemin (15), suitable for n.m.r. studies of reconstituted heme proteins.A similar sequence of reactions with 2- and 4- monoacetyldeuteroporphyrins (5) and (6) gives the 1- and 3-(trideuteriomethyl) derivatives and these are, in turn, further acetylated and transformed into the corresponding mono-trideuteriomethylprotoporphyrins (7) and (8), and hemins (22) and (23).