126106-94-3

Basic information

• Product Name: 2-Pyrrolidinone,5-(2-propenyl)-,(5S)-(9CI)
• Synonyms: 2-Pyrrolidinone,5-(2-propenyl)-,(5S)-(9CI)
• CAS NO: 126106-94-3
• Molecular Formula: C₇H₁₁NO
• Molecular Weight: 125.17
• Product Categories: PYRROLIDINE
• Mol File: 126106-94-3.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Pyrrolidinone,5-(2-propenyl)-,(5S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinone,5-(2-propenyl)-,(5S)-(9CI)(126106-94-3)
• EPA Substance Registry System: 2-Pyrrolidinone,5-(2-propenyl)-,(5S)-(9CI)(126106-94-3)

Safety Data

• Hazardous Substances Data: 126106-94-3(Hazardous Substances Data)

Upstream product

• 1378306-68-3 (S)-methyl 4-((S)-1,1-dimethylethylsulfinamido)hept-6-enoate 
• 29266-73-7 (-)-(S)-5-iodomethyl-2-pyrrolidinone 
• 1826-67-1 vinyl magnesium bromide 
• 132959-50-3 (5S)-allyl-1-(2-hydroxy-(1'R)-phenylethyl)-pyrrolidin-2-one 
• 287974-07-6 (S)-5-Allyl-1-((S)-2-hydroxy-1-phenyl-ethyl)-pyrrolidin-2-one 
• 132959-51-4 (S)-5-Allyl-1-((R)-1-phenyl-2-phenylsulfanyl-ethyl)-pyrrolidin-2-one 
• 126017-85-4 N-<(S)-1'-Phenylethyl>-5-prop-2''-enylpyrrolidin-2-one 

Downstream Products

• 1378306-73-0 (S)-5,6,9,9a-tetrahydro-1H-pyrrolo[1,2-a]azepin-3(2H)-one 
• 241813-10-5 (S)-1,2,6,7,10,10a-hexahydropyrrolo[1,2-a]azocin-3(5H)-one 
• 1034498-74-2 (2S)-(-)-2-allyl-5-oxopyrrolidine-1-carboxylic acid benzyl ester 
• 287974-12-3 (S)-1,2,8,8a-tetrahydroindolizin-3(5H)-one 
• 142796-65-4 (8aR)-perhydro-3-indolizidinone 
• 386750-55-6 (R)-1-benzyloxycarbonyl-2-(4-oxo-decyl)pyrrolidine 
• 197229-64-4 (S)-benzyl 2-allylpyrrolidine-1-carboxylate 
• 143771-09-9 (R)-2-(4-Oxo-heptyl)-pyrrolidine-1-carboxylic acid benzyl ester 
• 61884-75-1 (5S)-(+)-2-Oxopyrrolidine-5-acetic Acid 

Relevant articles and documents

Stereoselective conjugate addition of lactams to nitroalkenes and formal total synthesis of indolizidine 167B

Optically active 5-substituted pyrrolidin-2-ones underwent conjugate addition to nitroalkenes to give the corresponding adducts in a diastereoselective manner. The presence of 18-crown-6 was crucial to achieve good stereoselective addition. Addition of 6-substituted piperidin-2-ones also gave the corresponding adduct in a stereoselective manner. The adduct was readily converted into a bicyclic lactam through intramolecular nitroaldol reaction, and the formal synthesis of indolizidine 167B was achieved.

Expedient syntheses of indolizidines (-)-167B and (-)-209D

Indolizidine alkaloids (-)-167B and (-)-209D were synthesized via an expedient route using hydroacylation and amination.

Concise synthesis of indolizidines: Total synthesis of (-)-coniceine

The Ti-mediated allylsilane addition to bicyclic lactams occurs with high stereoselectivity and combined with a ring closure metathesis provides the title compounds in high ee.