82259-09-4

Basic information

• Product Name: 2-Pyrrolidinone, 5-(2-propenyl)-
• Synonyms: 5-prop-2-enylpyrrolidin-2-one;5-allylpyrrolidin-2-one;5-allylpyrrolidine-2-one;5-(2-propenyl)-2-pyrrolidinone;5-allyl-2-pyrrolidinone
• CAS NO: 82259-09-4
• Molecular Formula: C7H11NO
• Molecular Weight: 125.16800
• Mol File: 82259-09-4.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: 2-Pyrrolidinone, 5-(2-propenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinone, 5-(2-propenyl)-(82259-09-4)
• EPA Substance Registry System: 2-Pyrrolidinone, 5-(2-propenyl)-(82259-09-4)

Safety Data

• Hazardous Substances Data: 82259-09-4(Hazardous Substances Data)

Upstream product

• 29266-73-7 (-)-(S)-5-iodomethyl-2-pyrrolidinone 
• 1826-67-1 vinyl magnesium bromide 
• 156298-95-2 2-(hydroxymethyl)pyrrolidine 
• 106-95-6 allyl bromide 
• 82259-11-8 1-(phenylmethyl)-5-prop-2-enyl-2-pyrrolidinone 
• 129461-24-1 1-tert-butoxycarbonyl-5-hydroxypyrrolidin-2-one 
• 245725-70-6 2-allylpyrrolidine hydrochloride 
• 63853-74-7 5-methoxypyrrolidin-2-one 
• 762-72-1 allyl-trimethyl-silane 
• 98-79-3 L-Pyroglutamic acid 
• 123-56-8 Succinimide 
• 1730-25-2 allylmagnesium bromide 
• 39662-63-0 5-ethoxy-pyrrolidin-2-one 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 61884-75-1 (5S)-(+)-2-Oxopyrrolidine-5-acetic Acid 
• 264255-80-3 5-Allyl-1-(4-tolylsulfonyl)pyrrolidin-2-one 
• 143771-09-9 (R)-2-(4-Oxo-heptyl)-pyrrolidine-1-carboxylic acid benzyl ester 
• 197229-64-4 (S)-benzyl 2-allylpyrrolidine-1-carboxylate 
• 386750-55-6 (R)-1-benzyloxycarbonyl-2-(4-oxo-decyl)pyrrolidine 
• 142796-65-4 (8aR)-perhydro-3-indolizidinone 
• 287974-12-3 (S)-1,2,8,8a-tetrahydroindolizin-3(5H)-one 
• 264255-84-7 2-Allyl-5-iodomethyl-1-(4-tolylsulfonyl)-2,3-dihydro-1H-pyrrole 
• 264255-83-6 [5-Allyl-1-(4-tolylsulfonyl)-4,5-dihydro-1H-pyrrol-2-yl]methanol 
• 264255-82-5 5-Allyl-1-(4-tolylsulfonyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid methyl ester 
• 264255-81-4 Trifluoromethanesulfonic acid 5-allyl-1-(4-tolylsulfonyl)-4,5-dihydro-1H-pyrrol-2-yl ester 
• 264255-85-8 2-Allyl-5-phenylsulfonylmethyl-1-(4-tolylsulfonyl)-2,3-dihydro-1H-pyrrole 

Relevant articles and documents

Synthesis of 5-Substituted 2-Pyrrolidinones by Coupling of Organozinc Reagents with Cyclic N-Acyliminium Ions

A coupling reaction between cyclic N-acyliminium ions with organozinc reagents is described. The cyclic N-acyliminium ions, generated in situ from N-substituted-5-hydroxy-2-pyrrolidinones by treatment with boron trifluoride-diethyl ether complex or titani

A versatile enantioselective synthesis of azabicyclic ring systems: A concise total synthesis of (+)-grandisine D and unnatural analogues

Closing in on azacines: We have developed a new six step approach for the rapid and enantioselective synthesis of indolizidine, pyrrolo[1,2-a]azepine, and pyrrolo[1,2-a]azocine azabicyclic systems and their respective lactam congeners, which are found in a host of natural products as well as pharmaceutical preparations. This protocol enables a concise enantioselective total synthesis of (+)-grandisine D in 16.4 % overall yield from commercial materials (see scheme). Copyright

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.