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

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

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

Downstream Products

• 21003-56-5 (1S,1'S)-bis(1-phenylethyl)amine 
• 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 
• 21003-57-6 (R,S)-bis(1-phenylethyl)amine 
• 94801-45-3 N,N-bis-((S)-1-phenyl-ethyl)-hydrazine 
• 98-86-2 acetophenone 

Relevant articles and documents

Preparation method of chiral amine compounds

The invention discloses a preparation method of chiral amine compounds. The preparation method of the chiral amine compounds specifically comprises the following steps: adding ketone compounds and chiral auxiliary (S)-a-phenylethylamine or (R)-a-phenylethylamine to an organic solvent to prepare an imine intermediate under the action of a large-steric-hindrance boron catalyst and a water removing agent; adding a reducing agent to the imine intermediate without separation and purification, and preparing the chiral amine compounds with a one-pot method. By calculation, the product yield is 81%-96%, and the highest de value can reach 99%. Compared with the prior art, the use amount of the large-steric-hindrance boron catalyst in the method can be reduced to 0.1 mol%, use of the equivalent metal catalyst is avoided from the source, and the method has the characteristics of being simple to operate, mild in reaction condition, wide in substrate applicability, environmental friendly and the like, and has better application value and potential economic and social benefits.

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.

Metal-free diastereoselective catalytic hydrogenations of imines using B(C6F5)3

Reductions of chiral ketimines effected under H2 by catalytic amounts of B(C6F5)3 result in moderate to excellent diastereoselectivities. In the case of camphor and menthone derived imines, the reductions procee

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.

Highly stereoselective metal-free catalytic reduction of Lmines: An easy entry to enantiomerically pure amines and natural And Unnatural α-amino esters

A highly efficient catalytic stereoselective ketlmlne reduction is described. The combination of an Inexpensive chiral organocatalyst, easily prepared In a single step, and of a very cheap removable chiral auxiliary allowed us to obtain enantlomerlcally pure amino compounds. The methodology allowed synthesis of chiral secondary and primary amines and natural and unnatural amino esters In high yields often with total control of the absolute stereochemistry.

Synthesis and dynamics of atropisomeric (S)-N-(α-phenylethyl)benzamides

The synthesis of atropisomeric 2-substituted benzamides 2a-e, 3a-e, and 4a-e, and characterization by X-ray structure analysis of 2d, 2e, 3c, 3e, 4c, and 4e are reported. Dynamic 1H NMR spectroscopic studies of benzamides 2b-d, 3b-d, and 4b-d i

Asymmetric synthesis of β-hydroxy-β-trifluoromethylated ketones via in situ generation of trifluoroacetaldehyde and its asymmetric carbon-carbon bond formation reaction with chiral imines in aqueous media

Asymmetric synthesis of β-hydroxy-β-trifluoromethylated ketones via in situ generation of trifluoroacetaldehyde from its hemiacetal as well as the simultaneous asymmetric carbon-carbon bond formation reaction in aqueous media is described.

Enantioselective preparation of β,β-disubstituted α-methylenepropionates by MAO promotion of the zinc schlenk equilibrium

(Chemical Equation Presented) The zinc Schlenk equilibrium, little used since it was first described in 1966, has been promoted through the addition of methylaluminoxane (MAO) to maximize the yield of ZnR2 from deleterious RZnCl by-products. This process allows an SN2′- addition approach to the preparation of chiral β,β-disubstituted α-methylenepropionates with high enantioselectivity (see scheme).

[PtCL3(C2H4)]-[AmH]+ complexes containing chiral secondary amines: Use as chiral derivatizing agents for the enantiodiscrimination of unsaturated compounds by 195Pt NMR spectroscopy and NMR stereochemical investigation

Ionic complexes [PtCl3(C2H4)]-[AmH]+, containing chiral secondary amines, constitute a versatile class of chiral derivatizing agents (CDAs) for the enantiomeric purity determination of chiral unsaturated compounds via 195Pt NMR spectroscopy. The NMR conformational analysis allows us to search for the stereochemical basis of their enhanced versatility.