148528-45-4

Basic information

• Product Name: 2,5-dimethyl 1-benzyl-3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate
• Synonyms: 2,5-dimethyl 1-benzyl-3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate;1H-Pyrrole-2,5-dicarboxylic acid, 3,4-dihydroxy-1-(phenylmethyl)-, 2,5-dimethyl ester;Dimethyl1-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate
• CAS NO: 148528-45-4
• Molecular Formula: C₁₅H₁₅NO₆
• Molecular Weight: 305.28
• Product Categories: Porphyrins;Pyrrole
• Mol File: 148528-45-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,5-dimethyl 1-benzyl-3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-dimethyl 1-benzyl-3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate(148528-45-4)
• EPA Substance Registry System: 2,5-dimethyl 1-benzyl-3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate(148528-45-4)

Safety Data

• Hazardous Substances Data: 148528-45-4(Hazardous Substances Data)

Usage

Uses

Dimethyl 1-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate

Upstream product

• 3987-53-9 N-benzyliminodiacetic acid 
• 100-39-0 benzyl bromide 
• 6096-81-7 dimethyl iminodiacetate 
• 1632-19-5 dimethyl 3,4-dihydroxy-1H-pyrrole-2,5-dicarboxylate 
• 553-90-2 Dimethyl oxalate 
• 6175-26-4 dimethyl 2,2′-(benzylazanediyl)diacetate 
• 95-92-1 oxalic acid diethyl ester 

Downstream Products

• 169616-07-3 dimethyl 1-benzyl-3,4-diethoxypyrrole-2,5-dicarboxylate 
• 177079-07-1 2-Benzyl-5,6,8,9,11,12,14,15-octahydro-2H-4,7,10,13,16-pentaoxa-2-aza-cyclopentacyclopentadecene-1,3-dicarboxylic acid dimethyl ester 
• 530081-71-1 2-benzyl-2H-4,9-dioxa-2-aza-cyclopenta[b]naphthalene-1,3-dicarboxylic acid dimethyl ester 
• 1144503-16-1 dimethyl N-benzyl-3,4-bis(trifluoromethanesulfonyloxy)pyrrole-2,5-dicarboxylate 
• 1180557-04-3 dimethyl 3,4-bis-(triethylene glycol methyl ether)-1-benzylpyrrole-2,5-dicarboxylate 
• 1007224-71-6 dimethyl 3,4-bis-(diethylene glycol methyl ether)-1-benzylpyrrole-2,5-dicarboxylate 
• 169616-09-5 dimethyl 3,4-bis-(2-methoxyethoxy)-1-benzylpyrrole-2,5-dicarboxylate 
• 169616-08-4 dimethyl 1-benzyl-3,4-ethylenedioxypyrrole-2,5-dicarboxylate 
• 169616-13-1 3,4-ethylenedioxypyrrole-2,5-dicarboxylic acid 
• 210431-59-7 2,5-Bis-benzenesulfinylmethyl-1-benzyl-3,4-bis-hexadecyloxy-1H-pyrrole 
• 210431-57-5 1-Benzyl-3,4-bis-hexadecyloxy-2,5-bis-phenylsulfanylmethyl-1H-pyrrole 
• 210431-55-3 (1-Benzyl-3,4-bis-hexadecyloxy-5-hydroxymethyl-1H-pyrrol-2-yl)-methanol 
• 448235-56-1 2-benzyl-6-cyano-2H-4,9-dioxa-2-aza-cyclopenta[b]naphthalene-1,3-dicarboxylic acid dimethyl ester 
• 376395-22-1 dimethyl 14-benzyl-6,6,7,7-tetramethyl-3,4,6,7,10,11-hexahydro-2H,9H,14H-[1,4,8,11]tetraoxacyclotetradecino[2,3-c]pyrrole-13,15-dicarboxylate 

Relevant articles and documents

Synthetic method for preparing marine alkaloid Bacuacuacuanin-L intermediate

The invention discloses a synthesis method for preparing a marine alkaloid Baculiferin-L intermediate. According to the method, a novel synthesis route suitable for the Baculiferin-L intermediate is designed, which is started from a raw material, substitu

Water-soluble xanthobilirubinic acids?

Xanthobilirubinic acid, a model dipyrrinone for one-half of the bilirubin molecule in photochemical and metabolism studies, is more polar than bilirubin and insoluble in water and in chloroform. Replacing the β-alkyl substituents on the lactam ring of xanthobilirubinic acid with methyl-capped ethylene glycol, diethylene glycol, and triethylene glycol (PEG) groups steadily increased the water solubility of the pigment so that the last is completely soluble in both water and chloroform. Synthesized by base-catalyzed condensation of the corresponding methyl-capped 3,4-diPEG-pyrrolin-2-one with 3,5-dimethyl-4(2-ethoxycarbonylethyl)-2-formyl-1H-pyrrole, these new PEGylated analogs of xanthobilirubinic acid are yellow-colored dipyrrinones that form intermolecular hydrogen-bonded dimers in chloroform solution but are monomeric in methanol and water, as revealed by 1H NMR spectroscopy and vapor pressure osmometry. Methyl xanthobilirubinate has served as a synthetic precursor to bilirubinoids; its amphiphilic PEGylated analogs suggest a route to water-soluble bilirubinoids and biliverdinoids. Graphical abstract: [Figure not available: see fulltext.]

3,4-Dialkoxypyrroles and 2,3,7,8,12,13,17,18-octaalkoxyporphyrins

A five-step general synthesis of 3,4-dialkoxypyrroles 7c-f is described starting with the condensation of dimethyl N-benzyliminodiacetate (1 b) and diethyl oxalate to give dimethyl 1-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate (2b), which is bis-O-alkylated to the corresponding 3,4-diethers 3c-g. Pyrrole N-benzyl cleavage followed by ester hydrolysis and decarboxylation leads to 7c-f in 10-50% overall yield. Pyrroles 7c-f react with formaldehyde or benzaldehydes to give meso-H- (8a-d) or meso-tetraaryloctaalkoxyporphyrins 9a-g in moderate yields.