142890-15-1

Basic information

• Product Name: Propanedioic acid, [5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-pyrrolidinylidene]-, diethyl ester, (S)-
• CAS NO: 142890-15-1
• Molecular Formula: C28H37NO5Si
• Molecular Weight: 495.691
• Mol File: 142890-15-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, [5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-pyrrolidinylidene]-, diethyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, [5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-pyrrolidinylidene]-, diethyl ester, (S)-(142890-15-1)
• EPA Substance Registry System: Propanedioic acid, [5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-pyrrolidinylidene]-, diethyl ester, (S)-(142890-15-1)

Safety Data

• Hazardous Substances Data: 142890-15-1(Hazardous Substances Data)

Upstream product

• 17342-08-4 (S)-Pyroglutaminol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 132974-83-5 (5S)-5-[[(tert-butyldiphenylsilyl)oxy]methyl]pyrrolidin-2-one 
• 675588-09-7 (S)-5-(di(ethoxycarbonyl)methylidene)-pyrrolidine-2-carboxylic acid ethyl ester 
• 7149-65-7 ethyl (S)-pyroglutamate 
• 80442-95-1 ethyl (2S)-5-thioxo-3,4-dihydro-5H-pyrrole-2-carboxylate 
• 153649-62-8 2-(2-hydroxymethyl-pyrrolidin-5-ylidene)-malonic acid diethyl ester 
• 685-87-0 Diethyl 2-bromomalonate 
• 142890-13-9 (S)-5-[(tert-butyl)-diphenylsilyloxy-methyl]-2-thiopyrrolidinone 

Downstream Products

• 142890-36-6 (S)-2-bis(ethoxycarbonyl)methylidene-5-phenylthiomethylpyrrolidine 
• 142890-19-5 2-[(S)-5-(Toluene-4-sulfonyloxymethyl)-pyrrolidin-2-ylidene]-malonic acid diethyl ester 

Relevant articles and documents

2,5-Disubstituted pyrrolidines: Synthesis by enamine reduction and subsequent regioselective and diastereoselective alkylations

Methodology for the diastereoselective synthesis of 2,5-disubstituted pyrrolidines by reduction of enamines derived from pyroglutamic acid is reported; the nature of nitrogen protection was found to be critical for the stereochemical control of the reaction outcome. Regioselective manipulation of the C-2 and C-5 substituents is possible, providing access to differently substituted pyrrolidines for a limited number of cases. The Royal Society of Chemistry 2006.

Synthesis, Chemical Reactivity, and Cytotoxicity of 2-Bis(alkoxycarbonyl)methyliden-1-azabicyclohexane Systems Related to Antitumor Antibiotic Carzinophilin A

Enantiomeric pairs of the title compounds were synthesized starting from (S)- and (R)-pyroglutamic acid.They were found to be susceptible to nucleophilic ring opening of aziridine moieties and to exhibit weak in vitro cytotoxicity.