548488-27-3

Basic information

• Product Name: 2-[1(R)-methyl-2-oxo-2-(5-oxo-2(S),3(R)-diphenyl-pyrrolidin-1-yl)-ethyl]-isoindole-1,3-dione
• Synonyms: 2-[1(R)-methyl-2-oxo-2-(5-oxo-2(S),3(R)-diphenyl-pyrrolidin-1-yl)-ethyl]-isoindole-1,3-dione
• CAS NO: 548488-27-3
• Molecular Weight: 438.483
• Mol File: 548488-27-3.mol

Chemical Properties

• CAS DataBase Reference: 2-[1(R)-methyl-2-oxo-2-(5-oxo-2(S),3(R)-diphenyl-pyrrolidin-1-yl)-ethyl]-isoindole-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[1(R)-methyl-2-oxo-2-(5-oxo-2(S),3(R)-diphenyl-pyrrolidin-1-yl)-ethyl]-isoindole-1,3-dione(548488-27-3)
• EPA Substance Registry System: 2-[1(R)-methyl-2-oxo-2-(5-oxo-2(S),3(R)-diphenyl-pyrrolidin-1-yl)-ethyl]-isoindole-1,3-dione(548488-27-3)

Safety Data

• Hazardous Substances Data: 548488-27-3(Hazardous Substances Data)

Upstream product

• 19340-71-7 1-benzyl-4-phenyl-2-azetidinone 
• 53100-40-6 (2R)-2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanoylchloride 

Relevant articles and documents

Rhodium-Catalyzed Addition of Alkyltrifluoroborate Salts to Imines

An efficient rhodium-catalyzed addition of potassium alkyltrifluoroborate salts to imines is presented. In this reaction, secondary alkyltrifluoroborate salts were coupled with N-sulfonylimines in the presence of bis[(1,5-cyclooctadiene)(hydroxy)rhodium] {[Rh(OH)(cod)]2} in good yields under mild reaction conditions, and the γ-amino ester products could be converted to β,γ-substituted lactams via cyclization. It was shown that the addition of enantiomerically enriched substrates to imines proceeded with excellent enantiospecificity and stereoretention without β-hydride elimination.

Synthesis, resolution and absolute configuration of trans 4,5-diphenyl-pyrrolidin-2-one: A possible chiral auxiliary

β-Lactam (±)-N-benzyl-4-phenyl-azetidin-2-one rac-6a was converted into the γ-lactam (±)-trans-4,5-diphenyl-pyrrolidin-2-one rac-5 which was resolved via the preparation of diastereomers with N-phthalyl-L-alanine chloride or D-alanine chloride and its absolute configuration was determined by X-ray crystallographic analysis. This heterocycle has potential as a chiral γ-lactam in asymmetric induction due to the steric effects of its phenyl groups.