169221-13-0

Basic information

• Product Name: 2-Pyrrolidinone, 3-hydroxy-4,4-dimethyl-1-phenyl-, (3R)-
• CAS NO: 169221-13-0
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• Mol File: 169221-13-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-Pyrrolidinone, 3-hydroxy-4,4-dimethyl-1-phenyl-, (3R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinone, 3-hydroxy-4,4-dimethyl-1-phenyl-, (3R)-(169221-13-0)
• EPA Substance Registry System: 2-Pyrrolidinone, 3-hydroxy-4,4-dimethyl-1-phenyl-, (3R)-(169221-13-0)

Safety Data

• Hazardous Substances Data: 169221-13-0(Hazardous Substances Data)

Upstream product

• 70006-37-0 rac-3-hydroxy-4,4-dimethyl-1-phenyl-2-pyrrolidinone 
• 76-86-8 Triphenylsilyl chloride 
• 62-53-3 aniline 
• 169221-12-9 (S)-3-hydroxy-4,4-dimethyl-1-phenyl-2-pyrrolidinone 
• 750649-50-4 (R)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl 3-(4-chlorophenyl)-2-propenoate 
• 750649-46-8 (3R,3'R)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl 4-nitro-3-(4-chlorophenyl)butanoate 
• 674776-35-3 (3R)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl (2R)-3-cyano-2-(4-isobutylphenyl)propionate 
• 247248-94-8 4,4-dimethyl-1-phenylpyrrolidine-2,3-dione 
• 79-50-5 pantolactone 

Downstream Products

• 252638-29-2 (S)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl acrylate 
• 1019853-52-1 (3R)-1-phenyl-4,4-dimethyl-2-oxopyrrolidin-3-yl (αR)-2-(3-benzoylphenyl)propionate 
• 252638-37-2 (11S,3'R)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl 9,10-dihydro-11-methyl-9,10-ethanoanthracene-11-carboxylate 
• 252638-35-0 (11R,3'S)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl 9,10-dihydro-9,10-ethanoanthracene-11-carboxylate 
• 252638-39-4 (1R,2R,3S,3'R,4S)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl 3-methylbicyclo[2.2.1]hept-5-ene-2-carboxylate 
• 252638-32-7 (1R,2R,3'R,4R)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl bicyclo[2.2.1]hept-5-ene-2-carboxylate 
• 252638-33-8 (1S,2S,3'S,4S)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl bicyclo[2.2.1]hept-5-ene-2-carboxylate 

Relevant articles and documents

Silylation-based kinetic resolution of α-hydroxy lactones and lactams

A silylation-based kinetic resolution has been developed for α-hydroxy lactones and lactams employing the chiral isothiourea catalyst (-)-benzotetramisole and triphenylsilyl chloride as the silyl source. The system is more selective for lactones than lactams, and selectivity factors up to 100 can be achieved utilizing commercially available reagents.

Stereoselective synthesis of both enantiomers of N-Boc-α-aryl- γ-aminobutyric acids

Esterification of racemic α-aryl-β-cyanopropionic acid chlorides with either (R)- or (S)-N-phenylpantolactam as the chiral auxiliary in the presence of Et3N resulted in the predominant formation of (αR,3′R)- or (αS,3′S)-configured pantolactam c

Enantioselective synthesis of both enantiomers of 3-hydroxy-4,4-dimethyl-1-phenyl-2-pyrrolidinone

The chiral auxiliaries (R)- and (S)-3-Hydroxy-4,4-dimethyl-1-phenyl-2-pyrrolidinone were obtained in good yield and e.e. by enantioselective reduction of 4,4-dimethyl-1-phenylpyrrolidine-2,3-dione with (-)- and (+)-B-chlorodiisopinocamphenylborane, (-)- and (+)-DIP-Chloride, respectively. The (R)-enantiomer was also obtained by enantioselective hydrogenation of the same precursor using a complex of 1,5-cyclooctadiene Rh(I) and (2S,4S)-1-(tert-butoxycarbonyl)-4-(diphenylphosphino)-2-(diphenylphosphinomethyl )pyrrolidine, (S,S)-BPPM, as the chiral catalyst.