1202065-83-5

Basic information

• Product Name: 2-methyl (2S,3R,4S,5R)-4-benzoyl-5-(4-methylphenyl)-3-phenyl-2-pyrrolidinecarboxylate
• Synonyms: 2-methyl (2S,3R,4S,5R)-4-benzoyl-5-(4-methylphenyl)-3-phenyl-2-pyrrolidinecarboxylate
• CAS NO: 1202065-83-5
• Molecular Weight: 399.489
• Mol File: 1202065-83-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-methyl (2S,3R,4S,5R)-4-benzoyl-5-(4-methylphenyl)-3-phenyl-2-pyrrolidinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl (2S,3R,4S,5R)-4-benzoyl-5-(4-methylphenyl)-3-phenyl-2-pyrrolidinecarboxylate(1202065-83-5)
• EPA Substance Registry System: 2-methyl (2S,3R,4S,5R)-4-benzoyl-5-(4-methylphenyl)-3-phenyl-2-pyrrolidinecarboxylate(1202065-83-5)

Safety Data

• Hazardous Substances Data: 1202065-83-5(Hazardous Substances Data)

Upstream product

• 76862-10-7 (E)-[(4-methyl-benzylidene)-amino]-acetic acid methyl ester 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 94-41-7 benzalacetophenone 

Relevant articles and documents

Cooperative Catalysis with Coupled Chiral Induction in 1,3-Dipolar Cycloadditions of Azomethine Ylides

1,3-Dipolar cycloadditions (1,3-DC) between imino esters (as precursors of N-metallated azomethine ylides) and π-deficient alkenes are promoted by cooperative asymmetric Lewis acid/Br?nsted base catalysis. The components of these catalytic pairs are silver salts derived from enantiopure commercially available BINOL-based phosphoric acids and Cinchona alkaloids. Chiral phosphoric silver(I) salts promote HOMO raising of in situ formed 1,3-dipoles, whereas protonated cinchona alkaloids generate a LUMO lowering for the dipolarophiles resulting in a global acceleration of the 1,3-DC. The best results were obtained with BINOL-derived silver phosphate and hydrocinchonine. Matching between both cooperative metallo- and organocatalyst results in an enhanced enantiomeric excess, superior to that reached by both separate components. NOESY experiments and DFT calculations are compatible with a non-covalent interaction (hydrogen bond) between both catalysts, which results in close contacts and mutually coupled chiral environments.

Binap-gold(I) versus Binap-silver trifluoroacetate complexes as catalysts in 1,3-dipolar cycloadditions of azomethine ylides

The 1,3-dipolar cycloaddition between azomethine ylides and alkenes is efficiently catalysed by [{(Sa)-Binap-Au(tfa)}2] (Binap=2,2′-bis(diphenylphosphino)-1,1′-binaphthyl; tfa=trifluoroacetyl). Maleimides, 1,2-bis(phenylsulfonyl)ethy