13306-30-4

Basic information

• Product Name: 3,8,12,17-Tetramethyl-21H,23H-porphyrin-2,7,13,18-tetrapropionic acid tetramethyl ester
• Synonyms: 3,8,12,17-Tetramethyl-21H,23H-porphyrin-2,7,13,18-tetrapropionic acid tetramethyl ester;Coproporphyrin IV tetramethyl
• CAS NO: 13306-30-4
• Molecular Formula: C₄₀H₄₆N₄O₈
• Molecular Weight: 710.81524
• Mol File: 13306-30-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 185.5-188.5 °C
• Boiling Point: 1058.9±65.0 °C(Predicted)
• Appearance: /
• Density: 1.224±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 3,8,12,17-Tetramethyl-21H,23H-porphyrin-2,7,13,18-tetrapropionic acid tetramethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3,8,12,17-Tetramethyl-21H,23H-porphyrin-2,7,13,18-tetrapropionic acid tetramethyl ester(13306-30-4)
• EPA Substance Registry System: 3,8,12,17-Tetramethyl-21H,23H-porphyrin-2,7,13,18-tetrapropionic acid tetramethyl ester(13306-30-4)

Safety Data

• Hazardous Substances Data: 13306-30-4(Hazardous Substances Data)

Upstream product

• 111017-73-3 4-(2-methoxycarbonylethyl)-3,3'-dimethylpyrromethane-5,5'-dicarboxylic acid 
• 4792-10-3 3-{5-Formyl-2-[5-formyl-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrol-2-ylmethyl]-4-methyl-1H-pyrrol-3-yl}-propionic acid methyl ester 
• 111017-71-1 3,3'-dimethylpyrromethane-5,5'-dicarboxylic acid 
• 76044-20-7 4,4'-diethyl-3,3'-dimethyl-2,2'-pyrromethane-5,5'-dicarboxylic acid 
• 60297-36-1 3-{5-[4-(2-Methoxycarbonyl-ethyl)-3-methyl-1H-pyrrol-2-ylmethyl]-4-methyl-1H-pyrrol-3-yl}-propionic acid methyl ester 
• 67-56-1 methanol 
• 59969-39-0 coproporphyrinogen lV 

Downstream Products

• 5522-66-7 3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-21H,23H-porphine-2,18-diyl)-bis-propionic acid dimethyl ester 
• 53365-83-6 3-(4,5-dimethyl-pyrrol-3-yl)-propionic acid methyl ester 
• 54474-51-0 methyl 2,4-dimethyl-3-pyrrolepropionate 

Relevant articles and documents

Biosynthesis of Porphyrins and Related Macrocycles. Part 15. Chemical and Enzymic Formation of Uroporphyrinogen Isomers from Unrearranged Aminomethylpyrromethane: Separation of Isomeric Coproporphyrin Esters

The unrearranged pyrromethane (1) is transformed chemically mainly into uro'gen-I with a smaller amount of uro'gen-IV but only traces of uro'gen-III are formed.Uro'gen-I is produced via a tetrapyrrolic (bilane) intermediate and when the diaminase-cosynthetase enzyme system from Euglena gracilis is present, this intermediate is converted into uro'gen-III.The rearrangement step for this conversion has the same characteristics found earlier for the natural biosynthetic process from porphobilinogen.Pyrromethane (1) is not a direct biosynthetic precursor of uro'gen-III and reasons are advanced why this is understandable.Methods are developed based on high pressure liquid chromatography for the separation of all four isomeric coproporphyrin esters.

Biosynthesis of Porphyrins and Related Macrocycles. Part 13. Structure of the Protoporphyrin Isomer derived from Coproporphyrinogen lV by the Action of Beef-Liver Coproporphyrinogenase: Synthesis of Protoporphyrin Xlll

Coproporphyrinogen lV (8) is synthesised and is oxidatively decarboxylated by coproporphyrinogenase from beef-liver to produce, after aromatisation, a porphyrin proved to be protoporphyrin Xlll (11) by spectroscopy and by unambiquous synthesis; the synthesis route is described.A monovinylporphyrin, derived from an intermediate for the conversion (8) -> (11), is also isolated.The importance of these results for earlier biosynthetic studies with pyrromethanes is discussed.