1190207-34-1

Basic information

• Product Name: N-[1-(4-methylphenyl)-1-phenylmethyl]-P,P-diphenylphosphinamide
• Synonyms: N-[1-(4-methylphenyl)-1-phenylmethyl]-P,P-diphenylphosphinamide
• CAS NO: 1190207-34-1
• Molecular Weight: 397.456
• Mol File: 1190207-34-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-[1-(4-methylphenyl)-1-phenylmethyl]-P,P-diphenylphosphinamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[1-(4-methylphenyl)-1-phenylmethyl]-P,P-diphenylphosphinamide(1190207-34-1)
• EPA Substance Registry System: N-[1-(4-methylphenyl)-1-phenylmethyl]-P,P-diphenylphosphinamide(1190207-34-1)

Safety Data

• Hazardous Substances Data: 1190207-34-1(Hazardous Substances Data)

Upstream product

• 5720-05-8 4-methylphenylboronic acid 
• 98837-46-8 P,P-diphenyl-N-(phenylmethylene)phosphinic amide 
• 1309825-73-7 C₂₆H₂₂NOP 
• 5084-80-0 tri(4-tolyl)boroxine 

Relevant articles and documents

Design and Synthesis of Chiral Diene Ligands for RhI-Catalyzed Enantioselective Arylation of N-DPP-protected Aldimines: Synthesis of the Antifungal Agent Bifonazole

Herein we describe the design and synthesis of a novel family of bifunctional, chiral bicyclo[2.2.1]heptadiene ligands bearing aryl and secondary amido groups, and demonstrate their usefulness in the RhI-catalyzed enantioselective addition reaction of arylboronic acids to N-diphenylphosphinyl (N-DPP)-protected aldimines. Unlike the analogous RhI-catalysts comprising diene ligands substituted with aryl and carboxylic ester groups, or only with aryl groups, the addition reaction proceeded with high stereoselectivity. The protocol tolerated a range of N-DPP-aldimines and arylboronic acids, producing the desired optically active N-DPP-protected amines with yields between 31–99 % and with ee values up to 91–99 %. The synthetic utility of the method was demonstrated by the conversion of N-DPP-protected amine 3 ae into the antifungal agent, bifonazole (13).

Steric tuning of the amidomonophosphane-rhodium(l) catalyst in asymmetric addition of arylboroxines to n-phosphinoyl aldimines

Highly enantioselective rhodium-catalyzed addition of arylboroxlnes to N-phosphinoylaldimines was realized by the steric tuning of a dlphenylphosphorus moiety to a di(o-tolyl)phosphorus moiety of a chiral amidomonophosphane. The presence of MS 4 A in a 5:1 solvent mixture of dioxane-propanol was essential to afford the corresponding dlarylmethylamines In high yield.