850244-74-5

Basic information

• Product Name: Benzenepropanamide, N-[2,5-bis(1,1-dimethylethyl)phenyl]-2-iodo-
• CAS NO: 850244-74-5
• Molecular Formula: C23H30INO
• Molecular Weight: 463.402
• Mol File: 850244-74-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzenepropanamide, N-[2,5-bis(1,1-dimethylethyl)phenyl]-2-iodo-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanamide, N-[2,5-bis(1,1-dimethylethyl)phenyl]-2-iodo-(850244-74-5)
• EPA Substance Registry System: Benzenepropanamide, N-[2,5-bis(1,1-dimethylethyl)phenyl]-2-iodo-(850244-74-5)

Safety Data

• Hazardous Substances Data: 850244-74-5(Hazardous Substances Data)

Upstream product

• 21860-03-7 2,5-di-tert-butylaniline 
• 122951-06-8 ethyl 3-(2-iodophenyl)propanoate 

Downstream Products

• 1206907-75-6 1-(2,5-di-tert-buthyphenyl)-3,4-dihydroquinolin-2-one 

Relevant articles and documents

Highly enantioselective synthesis of atropisomeric anilide derivatives through catalytic asymmetric N-arylation: Conformational analysis and application to asymmetric enolate chemistry

In the presence of (R)-DTBM-SEGPHOS-Pd(OAc)2 catalyst, N-arylation (aromatic amination) of various o-tert-butylanilides with p-iodonitrobenzene proceeds with high enantioselectivity (88-96% ee) to give atropisomeric N-(p-nitrophenyl)anilides having an N-C chiral axis in good yields. Atropisomeric anilide products highly prefer to exist as the E-rotamer which has trans-disposed o-tert-butylphenyl group and carbonyl oxygen. The application of the present catalytic enantioselective N-arylation to an intramolecular version gives atropisomeric lactam derivatives with high optical purity (92-98% ee). The reaction of the lithium enolate prepared from the atropisomeric anilide and lactam products with various alkyl halides gives α-alkylated products with high diastereoselectivity (diastereomer ratio = 13:1 to 46:1).