79232-58-9

Basic information

• Product Name: 3-Phenyl-2-oxo-3-pyrrolidincarbonsaeure-ethylester
• Synonyms: 3-Phenyl-2-oxo-3-pyrrolidincarbonsaeure-ethylester
• CAS NO: 79232-58-9
• Molecular Weight: 233.267
• Mol File: 79232-58-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3-Phenyl-2-oxo-3-pyrrolidincarbonsaeure-ethylester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Phenyl-2-oxo-3-pyrrolidincarbonsaeure-ethylester(79232-58-9)
• EPA Substance Registry System: 3-Phenyl-2-oxo-3-pyrrolidincarbonsaeure-ethylester(79232-58-9)

Safety Data

• Hazardous Substances Data: 79232-58-9(Hazardous Substances Data)

Upstream product

• 3647-20-9 N-(4-chlorophenylcarbamoyl)-aziridine 
• 83-13-6 diethyl 2-phenylmalonate 
• 92647-37-5 diethyl (2-cyanomethyl)-2-phenylpropanedioate 
• 52204-95-2 N-(diphenylcarbamoyl)-aziridine 
• 7646-66-4 N-benzoylaziridine 
• 671-51-2 N-ethoxycarbonylaziridine 

Downstream Products

• 391858-13-2 3-Phenylpyrrolidine-2-thione 
• 6836-97-1 3-phenylpyrrolidin-2-one 
• 167398-74-5 3-carboxy-3-phenylpyrrolidin-2-one 

Relevant articles and documents

Taming Radical Pairs in the Crystalline Solid State: Discovery and Total Synthesis of Psychotriadine

Solid-state photodecarbonylation is an attractive but underutilized methodology to forge hindered C-C bonds in complex molecules. This study discloses the use of this reaction to assemble the vicinal quaternary stereocenter motif present in bis(cyclotryptamine) alkaloids. Our strategy was enabled by experimental and computational investigations of the role of substrate conformation on the success or failure of the solid-state photodecarbonylation reaction. This informed a crystal engineering strategy to optimize the key step of the total synthesis. Ultimately, this endeavor culminated in the successful synthesis of the bis(cyclotryptamine) alkaloid "psychotriadine,"which features the elusive piperidinoindoline framework. Psychotriadine, a previously unknown compound, was identified in the extracts of the flower Psychotria colorata, suggesting it is a naturally occurring metabolite.

Influence of ring size on the outcome of sulfide contraction reactions with thiolactams. Isolation of bicyclic ketene S,N-acetals and thioisomuenchnones

Reaction between diethyl bromomalonate and 3-phenylpyrrolidine-2-thione yielded a vinylogous urethane by the Eschenmoser sulfide contraction. However, with 3-substituted piperidine-2-thiones, sulfur was retained in the products, and a range of bicyclic heterocycles, including bicyclic ketene S,N-acetals (2-alkylidene-1,3-thiazolidin-4-ones) and stable thioisomuechnones, was isolated. A novel dimeric ketene S,N-acetal was characterised by X-ray crystallography.

Reactions with Aziridines. XXIV: Amidoethylation of Esters of Monosubstituted Malonic Acids

Diethyl phenylmalonate (1a) and methylmalonate (1b) have been amidoethylated with the N-acyl aziridines 3a-e under various conditions.In one case only (5) we were able to isolate the primarily formed amidoethyl derivative as minor product which otherwise cyclized apparently completely to form the corresponding N-acyl pyrrolidones 6a-f which mostly underwent further (alcoholytic) reactions.