156088-43-6

Basic information

• Product Name: (+)-(S)-3,3-dimethyl-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one
• Synonyms: (+)-(S)-3,3-dimethyl-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one
• CAS NO: 156088-43-6
• Molecular Weight: 385.506
• Mol File: 156088-43-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (+)-(S)-3,3-dimethyl-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-(S)-3,3-dimethyl-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one(156088-43-6)
• EPA Substance Registry System: (+)-(S)-3,3-dimethyl-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one(156088-43-6)

Safety Data

• Hazardous Substances Data: 156088-43-6(Hazardous Substances Data)

Upstream product

• 7149-65-7 ethyl (S)-pyroglutamate 
• 98-79-3 L-Pyroglutamic acid 
• 17342-08-4 (S)-Pyroglutaminol 
• 156088-45-8 (5S)-1-aza-2,2-dimethyl-7,7-dimethyl-3-oxa-8-oxo-bicyclo[3.3.0]octane 
• 99208-71-6 (5S)-1-aza-2,2-dimethyl-3-oxa-8-oxo-bicyclo[3.3.0]octane 
• 156088-48-1 (5S)-1-(2,2-dimethylpropionyl)-3,3-dimethyl-5-trityloxymethylpyrrolidin-2-one 
• 76-83-5 trityl chloride 
• 156088-46-9 (5S)-3,3-dimethyl-5-hydroxymethylpyrrolidin-2-one 

Downstream Products

• 156088-48-1 (5S)-1-(2,2-dimethylpropionyl)-3,3-dimethyl-5-trityloxymethylpyrrolidin-2-one 
• 473808-17-2 (S)-3,3-Dimethyl-1-(3-phenyl-propionyl)-5-trityloxymethyl-pyrrolidin-2-one 
• 163756-63-6 (5S)-(-)-3,3-dimethyl-5-triphenylmethoxymethyl-1-propionyl-pyrrolidin-2-one 

Relevant articles and documents

Synthesis and utility of the 3,3-dimethyl-5-substituted-2-pyrrolidinone 'Quat' chiral auxiliary

The synthesis and utility of the 3,3-dimethyl-5-substituted-2-pyrrolidinone 'Quat' chiral auxiliary in stereoselective enolate reactions of attached N-acyl side chains combined with the mild and non-racemising conditions required for the ultimate removal of the chiral side chain is described.

Synthesis of 5-substituted-3,3-dimethyl-2-pyrrolidinones: "Quat" chiral auxiliaries

The synthesis of a series of chiral auxiliaries, 5-substituted-3,3-dimethyl-2-pyrrolidinones, "quats", from L-glutamic acid is described. Efficient regeneration of the chiral auxiliaries from their N-pivaloyl derivatives is readily achieved with LiOH in THF-water at 20°C.