826994-58-5

Basic information

• Product Name: Acetic acid, [1-[3-(acetyloxy)propyl]-2-pyrrolidinylidene][(4-methylphenyl)sulfonyl]-, ethyl ester
• CAS NO: 826994-58-5
• Molecular Formula: C20H27NO6S
• Molecular Weight: 409.503
• Mol File: 826994-58-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Acetic acid, [1-[3-(acetyloxy)propyl]-2-pyrrolidinylidene][(4-methylphenyl)sulfonyl]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, [1-[3-(acetyloxy)propyl]-2-pyrrolidinylidene][(4-methylphenyl)sulfonyl]-, ethyl ester(826994-58-5)
• EPA Substance Registry System: Acetic acid, [1-[3-(acetyloxy)propyl]-2-pyrrolidinylidene][(4-methylphenyl)sulfonyl]-, ethyl ester(826994-58-5)

Safety Data

• Hazardous Substances Data: 826994-58-5(Hazardous Substances Data)

Upstream product

• 155106-23-3 3-(2-thioxo-1-pyrrolidinyl)propyl acetate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 62012-14-0 1-(3-acetoxypropyl)pyrrolidin-2-one 
• 2850-19-3 (toluene-4-sulfonyl)-acetic acid ethyl ester 

Relevant articles and documents

Preparation and reductive transformations of vinylogous sulfonamides (β-sulfonyl enamines), and application to the synthesis of indolizidines

Condensation between the methiodide salts of 1-alkylpyrrolidine-2-thiones and ethyl [(4-methylphenyl)sulfonyl]acetate or 1-[(4-methylphenyl)sulfonyl]propan-2-one afforded several 2-{[(4-methylphenyl)sulfonyl]methylene}pyrrolidines in good yield. These β-sulfonyl enamines are sufficiently nucleophilic for cyclisation with internal electrophiles to give sulfone-substituted indolizines, potentially useful scaffolds for alkaloid synthesis. The carbon-carbon double bond in vinylogous sulfonamides was reduced stereoselectively either by catalytic hydrogenation or by treatment with sodium borohydride to yield β-sulfonyl amines. The sulfone group in β-acyl-β-sulfonyl enamines could be removed by hydrogenolysis with sodium amalgam in THF-methanol to give enaminones.