222420-87-3

Basic information

• Product Name: 1H-Pyrrole-2-carboxylic acid, 4-formyl-2,3-dihydro-, methyl ester (9CI)
• Synonyms: 1H-Pyrrole-2-carboxylic acid, 4-formyl-2,3-dihydro-, methyl ester (9CI)
• CAS NO: 222420-87-3
• Molecular Formula: C₇H₉NO₃
• Molecular Weight: 155.15126
• Product Categories: CARBOXYLICESTER;GLYCINESCAFFOLD;ALDEHYDE
• Mol File: 222420-87-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Pyrrole-2-carboxylic acid, 4-formyl-2,3-dihydro-, methyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole-2-carboxylic acid, 4-formyl-2,3-dihydro-, methyl ester (9CI)(222420-87-3)
• EPA Substance Registry System: 1H-Pyrrole-2-carboxylic acid, 4-formyl-2,3-dihydro-, methyl ester (9CI)(222420-87-3)

Safety Data

• Hazardous Substances Data: 222420-87-3(Hazardous Substances Data)

Upstream product

• 39687-95-1 isocyanoacetic acid methyl ester 
• 107-02-8 acrolein 

Downstream Products

• 915780-04-0 2-{[1-tert-butoxycarbonyl-4-(tert-butyldimethylsilanyloxymethyl)-2,3-dihydro-1H-pyrrole-2-carbonyl]-(2,5-dimethoxybenzyl)amino}malonic acid diethyl ester 
• 915780-06-2 2-[(4-benzoyloxymethyl-1-tert-butoxycarbonyl-2,3-dihydro-1H-pyrrole-2-carbonyl)-(2,5-dimethoxybenzyl)amino]malonic acid diethyl ester 
• 915780-03-9 4-(tert-butyldimethylsilanyloxymethyl)-2-[(2,5-dimethoxybenzyl)(ethoxycarbonylmethyl)carbamoyl]-2,3-dihydropyrrole-1-carboxylic acid tert-butyl ester 
• 915779-92-9 2-{benzyl[1-tert-butoxycarbonyl-4-(tert-butyldimethylsilanyloxymethyl)-2,3-dihydro-1H-pyrrole-2-carbonyl]amino}malonic acid diethyl ester 
• 915779-96-3 2-[(4-benzoyloxymethyl-1-tert-butoxycarbonyl-2,3-dihydro-1H-pyrrole-2-carbonyl)(benzyl)amino]-malonic acid diethyl ester 
• 915780-05-1 2-[(1-tert-butoxycarbonyl-4-hydroxymethyl-2,3-dihydro-1H-pyrrole-2-carbonyl)-(2,5-dimethoxybenzyl)-amino]malonic acid diethyl ester 
• 915779-91-8 2-(benzyl-ethoxycarbonylmethyl-carbamoyl)-4-(tert-butyldimethylsilanyloxymethyl)-2,3-dihydropyrrole-1-carboxylic acid tert-butyl ester 
• 915779-89-4 2-[(4-benzoyloxymethyl-1-tert-butoxycarbonyl-2,3-dihydro-1H-pyrrole-2-carbonyl)-methyl-amino]-malonic acid diethyl ester 
• 915779-93-0 2-[benzyl-(1-tert-butoxycarbonyl-4-hydroxymethyl-2,3-dihydro-1H-pyrrole-2-carbonyl)amino]-malonic acid diethyl ester 

Relevant articles and documents

Silver acetate catalysed cycloadditions of isocyanoacetates

Silver acetate is an efficient catalyst for the cycloaddition of methyl isocyanoacetate with Michael-acceptors under mild conditions to give Δ1- or Δ2-pyrrolines in good yields. In the case of acrolein, novel chemoselectivity was observed. In the absence of a suitable olefin isocyanoacetates undergo silver acetate catalysed cyclodimerisation to give imidazoles in excellent yields. The mechanism of the cycloadditions has been probed. The reaction has been combined with azomethine ylide 1,3-dipolar cycloadditions in a one-pot sequential cascade process to afford the 7- azabicyclo[2.2.1]heptane ring system, a characteristic structural feature of the naturally occurring potent analgesic epibatidine.