578027-35-7

Basic information

• Product Name: (R)-1-[4-(Trifluoromethyl)phenyl]ethylamine
• Synonyms: (R)-1-(4-(TRIFLUOROMETHYL)PHENYL)ETHANAMINE;(R)-1-[4-(TRIFLUOROMETHYL)PHENYL]ETHYLAMINE;R-PTF-PEM;(R)-1-[4-(Trifluoromethyl)phenyl]ethylamine 98%;(R)-1-[4-(Trifluoromethyl)phenyl]ethylamine98%;(R)-1-[4-(Trilfuoromethyl)phenyl]ethylamine;Benzenemethanamine, α-methyl-4-(trifluoromethyl)-, (αR)-;(1R)-1-[4-(Trifluoromethyl)phenyl]ethylamine
• CAS NO: 578027-35-7
• Molecular Formula: C₉H₁₀F₃N
• Molecular Weight: 189.18
• Product Categories: intermediaes
• Mol File: 578027-35-7.mol

Chemical Properties

• Boiling Point: 168.6°C at 760 mmHg
• Flash Point: 55.8°C
• Appearance: /
• Density: 1.37g/cm³
• Vapor Pressure: 1.61mmHg at 25°C
• Refractive Index: 1.508
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 8.56±0.10(Predicted)
• CAS DataBase Reference: (R)-1-[4-(Trifluoromethyl)phenyl]ethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-[4-(Trifluoromethyl)phenyl]ethylamine(578027-35-7)
• EPA Substance Registry System: (R)-1-[4-(Trifluoromethyl)phenyl]ethylamine(578027-35-7)

Safety Data

• Hazard Codes: Xi
• Statements: 34-36
• Safety Statements: 26-36/37/39
• RIDADR: 2735
• Hazardous Substances Data: 578027-35-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-1-[4-(Trifluoromethyl)phenyl]ethylamine is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure and properties make it a valuable component in the development of new drugs with specific therapeutic effects.
Used in Agrochemical Industry:
(R)-1-[4-(Trifluoromethyl)phenyl]ethylamine is used as a chemical intermediate in the production of agrochemicals. Its incorporation into these products can enhance their effectiveness in agricultural applications, such as pest control and crop protection.
Used in Industrial Processes:
(R)-1-[4-(Trifluoromethyl)phenyl]ethylamine is utilized in various industrial processes due to its unique chemical properties. Its reactivity and potential for forming specific chemical bonds make it a valuable component in the synthesis of a range of industrial chemicals and materials.

InChI:InChI=1/C8H5F3OS/c9-8(10,11)13-7-4-2-1-3-6(7)5-12/h1-5H

Upstream product

• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 866540-38-7 N-(1-(4-trifluoromethyl)ethylidene)diphenylphosphinamide 
• 1737-26-4 1-(4-trifluorophenyl)ethanol 
• 709-63-7 1-(4-trifluoromethylphenyl)ethanone 
• 911372-68-4 (R_S)-2-methyl-N-((R)-1-(4-trifluoromethylphenyl)ethyl)propane-2-sulfinamide 
• 437762-12-4 (S)-1-phenyl-N-((S)-1-(4-(trifluoromethyl)phenyl)ethyl)ethan-1-amine 
• 444643-05-4 ((S)-1-Phenyl-ethyl)-[(R)-1-(4-trifluoromethyl-phenyl)-ethyl]-amine 
• 626244-16-4 (R)-1-(4-trifluoromethylphenyl)ethylamine benzenesulfonate 
• 626244-14-2 (R)-1-(4-trifluoromethylphenyl)ethylamine phthalate 
• 107496-43-5 1-(4-(trifluoromethyl)phenyl)ethan-1-one O-methyl oxime 
• 15996-84-6 1-(4-trifluoromethylphenyl)ethylamine 
• 581812-92-2 (R)-N-[α-methyl-4-(trifluoromethyl)benzyl] (R)-2-acetoxy-2-phenylethanamide 
• 721446-00-0 (R)-N-(1-(4-trifluoromethylphenyl)ethyl) bis(3,5-dimethylphenyl)phosphinamide 

Downstream Products

• 1092578-11-4 (R)-N-benzyl-N-[α-methyl-4-(trifluoromethyl)benzyl]amine 

Relevant articles and documents

Asymmetric reduction method of nitrogen-phosphonyl protected imine

The invention discloses an asymmetric reduction method of nitrogen phosphonyl protective imine. The nitrogen phosphonyl protective imine is reduced into chiral amine in a hydrogen atmosphere under theaction of a metal catalyst and alkali, and the metal catalyst is prepared from a metal iridium complex and a nitrogen-phosphorus chiral ligand. The method provided by the invention has the characteristics of high enantioselectivity, high yield and high conversion number (TON). The method can be used for synthesizing various substituted chiral amines, can be used as an important intermediate for preparing various medicines, and has important significance for industrial production of medicines.

N-formamido pyrazoline derivative serving as P2X3 receptor antagonist and application thereof

The invention discloses an N-formamido pyrazoline derivative, a compound represented by a general formula (I) or an enantiomer, a diastereoisomer, an epimer, a racemate or pharmaceutically acceptablesalt thereof. The compound is an antagonist of a ligand gated non-selective cationic channel receptor subtype P2X3, and can be used for treating or preventing various diseases mediated by a P2X3 receptor.

Asymmetric Synthesis of Chiral Primary Amines by Ruthenium-Catalyzed Direct Reductive Amination of Alkyl Aryl Ketones with Ammonium Salts and Molecular H2

A ruthenium/C3-TunePhos catalytic system has been identified for highly efficient direct reductive amination of simple ketones. The strategy makes use of ammonium acetate as the amine source and H2 as the reductant and is a user-friendly and operatively simple access to industrially relevant primary amines. Excellent enantiocontrol (>90% ee for most cases) was achieved with a wide range of alkyl aryl ketones. The practicability of this methodology has been highlighted by scalable synthesis of key intermediates of three drug molecules. Moreover, an improved synthetic route to the optimal diphosphine ligand C3-TunePhos is also presented.

Stereoselective amination of racemic sec-alcohols through sequential application of laccases and transaminases

A one-pot/two-step bienzymatic asymmetric amination of secondary alcohols is disclosed. The approach is based on a sequential strategy involving the use of a laccase/TEMPO catalytic system for the oxidation of alcohols into ketone intermediates, and their following transformation into optically enriched amines by using transaminases. Individual optimizations of the oxidation and biotransamination reactions have been carried out, studying later their applicability in a concurrent process. Therefore, 17 racemic (hetero) aromatic sec-alcohols with different substitutions in the aromatic ring have been converted into enantioenriched amines with good to excellent selectivities (90-99% ee) and conversion values (67-99%). The scalability of the process was also demonstrated when two different amine donors were used in the transamination step, such as isopropylamine and cis-2-buten-1,4-diamine. Satisfyingly, both sacrificial amine donors can shift the equilibrium toward the amine formation, leading to the corresponding isolated enantioenriched amines with good to excellent results.

Trading N and O. Part 3: Synthesis of 1,2,3,4-tetrahydroisoquinolines from α-hydroxy-β-amino esters

A range of enantiopure 1,2,3,4-tetrahydroisoquinolines have been prepared directly from α-hydroxy-β-amino esters. Activation of the α-hydroxy group upon treatment with Tf2O and 2,6-di-tert-butyl-4-methylpyridine promotes aziridinium formation,

A versatile Ru catalyst for the asymmetric transfer hydrogenation of both aromatic and aliphatic sulfinylimines

A highly efficient Ru catalyst based on an achiral, very simple, and inexpensive amino alcohol ligand (2-amino-2-methylpropan-1-ol) has been developed for the asymmetric transfer hydrogenation (ATH) of chiral N-(tert-butylsulfinyl)imines. This complex is able to catalyze the ATH of both aromatic and the most challenging aliphatic sulfinylimines by using isopropyl alcohol as the hydrogen source. The diastereoselective reduction of aromatic, heteroaromatic, and aliphatic sulfinylketimines, including sterically congested cases, over short reaction times (1-4 h), followed by desulfinylation of the nitrogen atom, affords the corresponding highly enantiomerically enriched (ee up to >99%) α-branched primary amines in excellent yields. The same ligand was equally effective for the synthesis of both (R)- and (S)-amines by using the appropriate absolute configuration in the iminic substrate. DFT mechanistic studies show that the hydrogen-transfer process is stepwise. Moreover, the origin of the diastereoselectivity has been rationalized.

Asymmetric synthesis of chiral primary amines by transfer hydrogenation of N -(tert -Butanesulfinyl)ketimines

(Figure presented) The diastereoselective reduction of (R)-N-(tert- butanesulfinyl)ketimines by a ruthenium-catalyzed asymmetric transfer hydrogenation process in isopropyl alcohol, followed by desulfinylation of the nitrogen atom, is an excellent method to prepare highly enantiomerically enriched α-branched primary amines (up to >99% ee) in short reaction times (1-4 h). (1S,2R)-1-Amino-2-indanol has been shown to be a very efficient ligand to perform this transformation. Ketimines bearing either an aryl or a heteroaryl group and an alkyl group as substituents of the iminic carbon atom are very good substrates for this process. The reduction of a dialkyl ketimine could also be achieved, affording the expected amine with moderate optical purity (69% ee). Some amines which are precursors of very interesting biologically and pharmacologically active compounds have been prepared in excellent yields and enantiomeric excesses.

α-Methylation at benzylic fragment of N-aryl-N′-benzyl ureas provides TRPV1 antagonists with better pharmacokinetic properties and higher efficacy in inflammatory pain model

SAR studies for N-aryl-N′-benzyl urea class of TRPV1 antagonists have been extended to cover α-benzyl alkylation. Alkylated compounds showed weaker in vitro potencies in blocking capsaicin activation of TRPV1 receptor, but possessed improved pharmacokinetic properties. Further structural manipulations that included replacement of isoquinoline core with indazole and isolation of single enantiomer led to TRPV1 antagonists like (R)-16a with superior pharmacokinetic properties and greater potency in animal model of inflammatory pain.

Efficient synthesis of chiral phenethylamines: preparation, asymmetric hydrogenation, and mild deprotection of ene-trifluoroacetamides

A mild and efficient route to enantioenriched aryl alkyl amines from ketones has been developed. The first successful synthesis and asymmetric hydrogenation of ene-trifluoroamides from oximes gave highly enantioenriched trifluoroacetamides (94-98% ee). The corresponding phenethyl amides are liberated under mild conditions (K2CO3, MeOH/H2O). In addition, a new application of Josiphos ligands toward the asymmetric hydrogenation of both ene-acetamides and ene-trifluoroacetamides was discovered.

Optically active (R)-1- (4-trifluoromethylphenyl) ethylamine

Optically active (R)-1-(4-trifluoromethylphenyl)ethylamine is a novel compound as an important intermediate for medicines and agricultural chemicals. This compound can be obtained with high optical purity and high yield by a process including the steps of