51671-83-1

Basic information

• Product Name: 1H-Pyrrole-3-propanoic acid, 4-methyl-2-[(phenylmethoxy)carbonyl]-, methyl ester
• Synonyms: 3-(2-methoxycarbonyl-ethyl)-4-methyl-pyrrole-2-carboxylic acid benzyl ester;benzyl 3-(2-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate
• CAS NO: 51671-83-1
• Molecular Formula: C17H19NO4
• Molecular Weight: 301.342
• Mol File: 51671-83-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 470.0±45.0 °C(Predicted)
• Density: 1.196±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1H-Pyrrole-3-propanoic acid, 4-methyl-2-[(phenylmethoxy)carbonyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole-3-propanoic acid, 4-methyl-2-[(phenylmethoxy)carbonyl]-, methyl ester(51671-83-1)
• EPA Substance Registry System: 1H-Pyrrole-3-propanoic acid, 4-methyl-2-[(phenylmethoxy)carbonyl]-, methyl ester(51671-83-1)

Safety Data

• Hazardous Substances Data: 51671-83-1(Hazardous Substances Data)

Upstream product

• 14447-18-8 benzyl 2-cyanoacetate 
• 145215-47-0 methyl 5-nitro-4-acetoxyhexanoate 
• 1738-76-7 glycine benzyl ester p-toluenesulfonic acid salt 
• 92735-18-7 5-benzyloxycarbonyl-4-(2-methoxycarbonylethyl)-3-methylpyrrole-2-carboxylic acid 
• 33317-06-5 benzyl 3-<2-(methoxycarbonyl)ethyl>-4,5-methylpyrrole-2-carboxylate 
• 51671-82-0 methyl 3-(2-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate 
• 100-51-6 benzyl alcohol 
• 158584-51-1 methyl 4-hydroxy-5-nitro-hexanoate 
• 51354-16-6 [N-formyl(O-benzyl)]glycinate 
• 13013-02-0 methyl 4-nitrobutyrate 
• 13865-19-5 4-oxobutanoic acid methyl ester 
• 92735-19-8 benzyl 5-iodo-3-(2-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate 
• 51742-43-9 benzyl 3-(2-benzyloxycarbonylethyl)-4-methylpyrrole-2-carboxylate 
• 41995-26-0 benzyl isocyanoacetate 

Downstream Products

• 92735-25-6 benzyl 5'-t-butoxycarbonyl-3'-(2-chloroethyl)-4-(2-methoxycarbonylethyl)-3,4'-dimethylpyrromethane-5-carboxylate 
• 74839-16-0 tert-butyl 3,4'-bis<β-(methoxycarbonyl)ethyl>-4,3'-dimethyl-5'-<(benzyloxy)carbonyl>dipyrrylmethane-5-carboxylate 
• 99602-75-2 C₃₃H₄₂N₂O₈ 
• 104198-96-1 benzyl 3,3'-dimethyl-4-<β-(methoxycarbonyl)ethyl>-4'-(β-acetoxyethyl)-5'-<(tert-butyloxy)carbonyl>dipyrrylmethane-5-carboxylate 
• 2624-63-7 coproporphyrinogen III 
• 5522-66-7 3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-21H,23H-porphine-2,18-diyl)-bis-propionic acid dimethyl ester 
• 99602-82-1 13,17-bis(2-benzyloxycarbonylethyl)-3-(2-carboxyethyl)-8-(2-methoxycarbonylethyl)-2,7,12,18-tetramethylporphin 
• 5522-63-4 coproporphyrin III tetramethyl ester 
• 10035-62-8 α-biliverdin-IX dimethyl ester 
• 160114-49-8 dibenzyl 4,4'-diethyl-3,3'-dimethyl-2,2'-pyrromethane-5,5'-dicarboxylate 
• 111017-72-2 dibenzyl 4-(2-methoxycarbonylethyl)-3,3'-dimethylpyrromethane-5,5'-dicarboxylate 
• 56674-05-6 dibenzyl 3,3'-dimethylpyrromethane-5,5'-dicarboxylate 
• 74839-13-7 C₃₅H₃₈N₂O₈ 

Relevant articles and documents

Regioselective synthesis of 5-unsubstituted benzyl pyrrole-2-carboxylates from benzyl isocyanoacetate

A general synthesis of 5-unsubstituted benzyl pyrrole-2-carboxylates was developed based on the reaction of β-nitroacetates with benzyl isocyanoacetate. The advantage of this route over other pyrrole syntheses was the regiochemical control of the substitution pattern on the pyrrole ring.

Synthesis of Benzyl and tert-Butyl 3-(2-Methoxycarbonylethyl)-4-methylpyrrole-2-carboxylates from Methyl 4-Oxobutanoate

Condensation of methyl 4-oxobutanoate with nitroethane in the presence of 4-dimethylaminopyridine, followed by treatment with acetic anhydride, afforded a nitroacetoxyester 10b.Subsequent reaction with isocyanoacetate esters and DBU in refluxing tetrahydrofuran gave the synthetically valuable pyrroles 1a and 1b.

Biosynthesis of Porphyrins and Related Macrocycles. Part 25. Synthesis of Analogues of Coproporphyrinogen-III and Studies of their Interaction with Copropophyrinogen-III Oxidase from Euglena gracilis

Analogues of coproporphyrinogen-III have been synthesized in which the propionate groups respectively on ring-A and on ring-B are modified either by homologation or esterification.Coproporphyrinogen-III oxidase from Euglena gracilis acts on the analogues which possess normal substituents on ring-A to generate a vinyl group on that ring.The enzyme does not affect the analogues in which the ring-A propionate group has been changed.Conditions have been defined for the MacDonald synthesis of porphyrins which yield products of high isomeric purity.