139228-29-8

Basic information

• Product Name: Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-(hydroxymethyl)-5-(phenylsulfonyl)-, 1,1-dimethylethyl ester
• CAS NO: 139228-29-8
• Molecular Formula: C19H27NO5S
• Molecular Weight: 381.493
• Mol File: 139228-29-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-(hydroxymethyl)-5-(phenylsulfonyl)-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-(hydroxymethyl)-5-(phenylsulfonyl)-, 1,1-dimethylethyl ester(139228-29-8)
• EPA Substance Registry System: Cyclopenta[c]pyrrole-2(1H)-carboxylic acid, hexahydro-5-(hydroxymethyl)-5-(phenylsulfonyl)-, 1,1-dimethylethyl ester(139228-29-8)

Safety Data

• Hazardous Substances Data: 139228-29-8(Hazardous Substances Data)

Upstream product

• 139228-26-5 (3aS,6aR)-5-Benzenesulfonyl-hexahydro-cyclopenta[c]pyrrole-2,5-dicarboxylic acid 2-tert-butyl ester 5-methyl ester 
• 34097-60-4 methyl benzenesulfonylacetate 
• 78888-18-3 N-tert-butoxycarbonylprop-2-en-1-amine 
• 139228-27-6 methyl 2-iodo-2-(phenylsulfonyl)-4-pentenoate 

Downstream Products

• 146231-54-1 (3aR,6aS)-tert-butyl 5-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate 
• 139228-30-1 (3aS,6aR)-5-Acetoxymethyl-5-benzenesulfonyl-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.