139228-26-5

Basic information

• Product Name: Cyclopenta[c]pyrrole-2,5(1H)-dicarboxylic acid, hexahydro-5-(phenylsulfonyl)-, 2-(1,1-dimethylethyl) 5-methyl ester
• CAS NO: 139228-26-5
• Molecular Formula: C20H27NO6S
• Molecular Weight: 409.503
• Mol File: 139228-26-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Cyclopenta[c]pyrrole-2,5(1H)-dicarboxylic acid, hexahydro-5-(phenylsulfonyl)-, 2-(1,1-dimethylethyl) 5-methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopenta[c]pyrrole-2,5(1H)-dicarboxylic acid, hexahydro-5-(phenylsulfonyl)-, 2-(1,1-dimethylethyl) 5-methyl ester(139228-26-5)
• EPA Substance Registry System: Cyclopenta[c]pyrrole-2,5(1H)-dicarboxylic acid, hexahydro-5-(phenylsulfonyl)-, 2-(1,1-dimethylethyl) 5-methyl ester(139228-26-5)

Safety Data

• Hazardous Substances Data: 139228-26-5(Hazardous Substances Data)

Upstream product

• 78888-18-3 N-tert-butoxycarbonylprop-2-en-1-amine 
• 139228-27-6 methyl 2-iodo-2-(phenylsulfonyl)-4-pentenoate 
• 34097-60-4 methyl benzenesulfonylacetate 

Downstream Products

• 139228-30-1 (3aS,6aR)-5-Acetoxymethyl-5-benzenesulfonyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester 
• 146231-54-1 (3aR,6aS)-tert-butyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate 
• 139228-29-8 (3aS,6aR)-5-Benzenesulfonyl-5-hydroxymethyl-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester 

Relevant articles and documents

Use of methyl 2-iodo-2-(phenylsulfonyl)-4-pentenoate in atom-transfer radical cyclizations. Entry into annulation products containing carbonyl or exo-methylene functionality

Methyl 2-iodo-2-(phenylsulfonyl)-4-pentenoate (8) is reacted with N-BOC-allylamine to afford substituted 3-azabicyclo-[3.3.0]octanes (10) in a process which involves an initial iodine atom-transfer annulation followed by an ionic cyclization. The geminal carbomethoxy and phenylsulfonyl groups are then efficiently converted to either an exocyclic olefin or to a carbonyl group. The latter transformation allows phenylsulfonylacetates to be used as surrogates for acyl radicals in synthesis.