40636-57-5

Basic information

• Product Name: Benzenemethanamine, a-methyl-N-(1-phenylethylidene)-, (S)-
• Synonyms: (S)-(+)-1-Phenyl-N-(1-phenylethylidene)ethylamine;N-(1-(S)-phenylethyl)-1-phenylethanimine;(S)-1-phenyl-N-(1-phenylethylidene)ethanamine;(S)-N-(1-phenylethylidene)-1-phenylethylamine;N-(α-Methylbenzylidene)-(S)-1-phenylethylamine;((S)-1-phenyl-ethyl)-(1-phenyl-ethyliden)-amine
• CAS NO: 40636-57-5
• Molecular Formula: C16H17N
• Molecular Weight: 223.318
• Mol File: 40636-57-5.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, a-methyl-N-(1-phenylethylidene)-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, a-methyl-N-(1-phenylethylidene)-, (S)-(40636-57-5)
• EPA Substance Registry System: Benzenemethanamine, a-methyl-N-(1-phenylethylidene)-, (S)-(40636-57-5)

Safety Data

• Hazardous Substances Data: 40636-57-5(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 26060-56-0 (1-phenylethylidene)(benzoyloxy)amine 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 536-74-3 phenylacetylene 
• 25102-87-8 N-(α-methyl)benzylidene 1-phenylethanamine 
• 98-86-2 acetophenone 

Downstream Products

• 89578-37-0 N-((S)-α-Phenylethyl)-3,3,4-trimethyl-4(S)-phenylazetidin-2-one 
• 89578-38-1 N-((S)-α-Phenylethyl)-3,3,4-trimethyl-4(R)-phenylazetidin-2-one 
• 98-86-2 acetophenone 
• 94801-45-3 N,N-bis-((S)-1-phenyl-ethyl)-hydrazine 
• 21003-56-5 (1S,1'S)-bis(1-phenylethyl)amine 
• 21003-57-6 (R,S)-bis(1-phenylethyl)amine 

Relevant articles and documents

A Practical Electrophilic Nitrogen Source for the Synthesis of Chiral Primary Amines by Copper-Catalyzed Hydroamination

A mild and practical method for the catalytic installation of the amino group across alkenes and alkynes has long been recognized as a significant challenge in synthetic chemistry. As the direct hydroamination of olefins using ammonia requires harsh conditions, the development of suitable electrophilic aminating reagents for formal hydroamination methods is of importance. Herein, we describe the use of 1,2-benzisoxazole as a practical electrophilic primary amine source. Using this heterocycle as a new amino group delivery agent, a mild and general protocol for the copper-hydride-catalyzed hydroamination of alkenes and alkynes to form primary amines was developed. This method provides access to a broad range of chiral α-branched primary amines and linear primary amines, as demonstrated by the efficient synthesis of the antiretroviral drug maraviroc and the formal synthesis of several other pharmaceutical agents.

Step-efficient access to chiral primary amines

Routes to enantioenriched amines are outlined that employ reductive amination and carbanion addition methods. The strategies require either one or two reaction steps from prochiral carbonyl compounds for the synthesis of the corresponding chiral primary amines. Georg Thieme Verlag Stuttgart New York.

Reusable gold(I) catalysts with unique regioselectivity for intermolecular hydroamination of alkynes

Two gold(I) phosphine complexes bearing the low-coordinating bis(trifluoromethanesulfonyl)- imidate ligand, namely AuSPhosNTf2 and AuPPh3NTf2, are active catalysts for the regioselective intermolecular hydroamination of both internal and terminal alkynes under mild reaction conditions. The catalysts show a regioselectivity based on electronic rather than steric factors, which allow the preferential synthesis of regioisomers opposite to those described previously. This subtle chemo- and regiose-lectivity depends on the catalyst, substrates and reaction conditions employed, and allows one to perform new tandem reactions. These gold(I) complexes operate under free-solvent conditions, without exclusion of air, without addition of acidic promoters and can be quantitatively recovered and reused by simple precipitation in hexane.