76155-79-8

Usage

Uses

Used in Pharmaceutical Industry:
(R)-1-[4-(TRIFLUOROMETHYL)PHENYL]ETHANOL is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
(R)-1-[4-(TRIFLUOROMETHYL)PHENYL]ETHANOL is used as an intermediate in the synthesis of agrochemicals, contributing to the development of new pesticides and other agricultural chemicals to enhance crop protection and yield.
Used in Fine Chemicals Industry:
(R)-1-[4-(TRIFLUOROMETHYL)PHENYL]ETHANOL is used as an intermediate in the synthesis of fine chemicals, which are high-purity, specialty chemicals used in various applications such as fragrances, dyes, and other high-value products.
Used as a Chiral Auxiliary in Organic Synthesis:
(R)-1-[4-(TRIFLUOROMETHYL)PHENYL]ETHANOL is used as a chiral auxiliary in organic synthesis to facilitate the formation of enantiomerically pure compounds, which are essential in the development of pharmaceuticals and other chiral molecules.
Used as a Reagent in Chemical Reactions:
(R)-1-[4-(TRIFLUOROMETHYL)PHENYL]ETHANOL is used as a reagent in various chemical reactions, enabling the synthesis of a wide range of chemical compounds for research and industrial applications.
Used in Medicinal Chemistry:
(R)-1-[4-(TRIFLUOROMETHYL)PHENYL]ETHANOL is used in the field of medicinal chemistry as a ligand in metal-catalyzed asymmetric reactions, which is crucial for the development of enantiomerically pure pharmaceuticals and other chiral compounds with potential therapeutic applications.

Upstream product

• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 544-97-8 dimethyl zinc(II) 
• 709-63-7 1-(4-trifluoromethylphenyl)ethanone 
• 402-50-6 1-trifluoromethyl-4-vinyl-benzene 
• 172424-27-0 (R)-1-acetoxy-1-(4-trifluoromethylphenyl)ethane 
• 1737-26-4 1-(4-trifluorophenyl)ethanol 
• 54519-07-2 vinyl ester of 3-phenylpropionic acid 
• 108-05-4 vinyl acetate 
• 75-24-1 trimethylaluminum 
• 638-11-9 isopropyl butyrate 
• 69638-96-6 isopropenyl valerate 
• 936752-34-0 1-(4-(trifluoromethyl)phenyl)ethyl diphenylphosphinate 
• 99493-93-3 (S)-1-(4-trifluoromethylphenyl)ethanol 
• 274-07-7 benzo[1,3,2]dioxaborole 

Downstream Products

• 666824-77-7 triethyl (2S)-2-[4-(trifluoromethyl)phenyl]propane-1,1,1-tricarboxylate 
• 1195962-53-8 (R)-(1E)-1-(1-(4-(trifluoromethyl)phenyl)ethoxy)-2-methylpent-1-en-3-one 
• 1737-26-4 1-(4-trifluorophenyl)ethanol 
• 854738-78-6 methyl ((1R,4S)-6-fluoro-4-hydroxy-8-(methylsulfonyl)-9-{(1S)-1-[4-(trifluoromethyl)phenyl]ethyl}-2,3,4,9-tetrahydro-1H-carbazol-1-yl) acetate 
• 544704-12-3 2-methyl-4-(4-methylpiperidin-4-yl)-1-[1-(4-trifluoromethylphenyl)ethyl]piperazine 
• 306293-41-4 Sch 350634 
• 306293-36-7 Sch 350581 
• 306296-99-1 4-Cyano-4-{(S)-3-methyl-4-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazin-1-yl}-piperidine-1-carboxylic acid tert-butyl ester 
• 306297-00-7 tert-butyl 4-methyl-4-((S)-3-methyl-4-((S)-1-(4-(trifluoromethyl)phenyl)ethyl)piperazin-1-yl)piperidine-1-carboxylate 
• 306296-87-7 1-[4(trifluoromethyl)-α(S)-methylbenzyl]-2(S)-methyl-4-(tert-butoxycarbonyl)piperazine 
• 306296-88-8 (S)-3-Methyl-4-[(R)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester 
• 306296-89-9 (S)-2-Methyl-1-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine 
• 306296-86-6 [(1R)-1-[4-(trifluoromethyl)phenyl]ethyl] methanesulfonate 

Relevant academic research and scientific papers

Nickel-Catalyzed Enantioselective Hydroboration of Vinylarenes

The enantioselective hydroboration of vinylarenes catalyzed by a chiral, nonracemic nickel catalyst is presented as a facile method for generating chiral benzylic boronate esters. Various vinylarenes react with bis(pinacolato)diboron (B2pin2) in the presence of MeOH as a hydride source to form chiral boronate esters in up to 92% yield with up to 94% ee. The use of anhydrous Me4NF to activate B2pin2 is crucial for ensuring fast transmetalation to achieve high enantioselectivities.

PQXdpap: Helical Poly(quinoxaline-2,3-diyl)s Bearing 4-(Dipropylamino)pyridin-3-yl Pendants as Chirality-Switchable Nucleophilic Catalysts for the Kinetic Resolution of Secondary Alcohols

Helically chiral poly(quinoxaline-2,3-diyl)s bearing 4-(dipropylamino)pyridin-3-yl pendants at the 5-position of the quinoxaline ring (PQXdpap) exhibited high catalytic activities and moderate to high selectivities (up to s = 87) in the acylative kinetic resolution of secondary alcohols. The solvent-dependent helical chirality switching of PQXdpap between pure toluene and a 1:1 mixture of toluene and 1,1,2-trichloroethane enabled the preparation of either compound of a pair of enantiomerically pure alcohols (>99% ee) from a single catalyst.

One-Pot Chemoenzymatic Conversion of Alkynes to Chiral Amines

A one-pot chemoenzymatic sequential cascade for the synthesis of chiral amines from alkynes was developed. In this integrated approach, just ppm amounts of gold catalysts enabled the conversion of alkynes to ketones (>99%) after which a transaminase was used to catalyze the production of biologically valuable chiral amines in a good yield (up to 99%) and enantiomeric excess (>99%). A preparative scale synthesis of (S)-methylbenzylamine and (S)-4-methoxy-methylbenzylamine from its alkyne form gave a yield of 59 and 92%, respectively, withee> 99%.

Cobalt-catalyzed asymmetric hydrogenation of ketones: A remarkable additive effect on enantioselectivity

A chiral cobalt pincer complex, when combined with an achiral electron-rich mono-phosphine ligand, catalyzes efficient asymmetric hydrogenation of a wide range of aryl ketones, affording chiral alcohols with high yields and moderate to excellent enantioselectivities (29 examples, up to 93% ee). Notably, the achiral mono-phosphine ligand shows a remarkable effect on the enantioselectivity of the reaction.

Tridentate nitrogen phosphine ligand containing arylamine NH as well as preparation method and application thereof

The invention discloses a tridentate nitrogen phosphine ligand containing arylamine NH as well as a preparation method and application thereof, and belongs to the technical field of organic synthesis. The tridentate nitrogen phosphine ligand disclosed by the invention is the first case of tridentate nitrogen phosphine ligand containing not only a quinoline amine structure but also chiral ferrocene at present, a noble metal complex of the type of ligand shows good selectivity and extremely high catalytic activity in an asymmetric hydrogenation reaction, meanwhile, a cheap metal complex of the ligand can also show good selectivity and catalytic activity in the asymmetric hydrogenation reaction, and is very easy to modify in the aspects of electronic effect and space structure, so that the ligand has huge potential application value. A catalyst formed by the ligand and a transition metal complex can be used for catalyzing various reactions, can be used for synthesizing various drugs, and has important industrial application value.

Visible-Light-Driven Catalytic Deracemization of Secondary Alcohols

Deracemization of racemic chiral compounds is an attractive approach in asymmetric synthesis, but its development has been hindered by energetic and kinetic challenges. Here we describe a catalytic deracemization method for secondary benzylic alcohols which are important synthetic intermediates and end products for many industries. Driven by visible light only, this method is based on sequential photochemical dehydrogenation followed by enantioselective thermal hydrogenation. The combination of a heterogeneous dehydrogenation photocatalyst and a chiral molecular hydrogenation catalyst is essential to ensure two distinct pathways for the forward and reverse reactions. These reactions convert a large number of racemic aryl alkyl alcohols into their enantiomerically enriched forms in good yields and enantioselectivities.

Observation of hyperpositive non-linear effect in catalytic asymmetric organozinc additions to aldehydes

Asymmetric amplification is a phenomenon that is believed to play a key role in the emergence of homochirality in life. In asymmetric catalysis, theoretical and experimental models have been investigated to provide an understanding of how chiral amplification is possible, in particular based on non-linear effects. Interestingly, it has been proposed a quarter century ago that chiral catalysts, when not enantiopure might even be more enantioselective than their enantiopure counterparts. We show here that such hyperpositive non-linear effect in asymmetric catalysis is indeed possible. An in-depth study into the underlying mechanism was carried out, and the scheme we derive differs from the previous proposed models.

SECONDARY ARYL ALCOHOL AND METHOD OF SYNTHESIZING THEREOF

The present invention relates to secondary aryl alcohol and a method for synthesizing the same and, specifically, to synthesizing secondary aryl alcohol having high optical selectivity through a hydrosilylation reaction using ketone containing an aryl group. In the method for synthesizing secondary aryl alcohol according to an embodiment of the present invention, secondary aryl alcohol is synthesized by making ketone react with hydrosilane under a chiral boron Lewis acid catalyst.COPYRIGHT KIPO 2020

Asymmetric Catalytic Meerwein-Ponndorf-Verley Reduction of Ketones with Aluminum(III)-VANOL Catalysts

We report herein an efficient aluminum-catalyzed asymmetric MPV reduction of ketones with broad substrate scope and excellent yields and enantiomeric inductions. A variety of aromatic (both electron-poor and electron-rich) and aliphatic ketones were converted to chiral alcohols in good yields with high enantioselectivities (26 examples, 70-98percent yield and 82-99percent ee). This method operates under mild conditions (-10 °C) and low catalyst loading (1-5 mol percent). Furthermore, this process is catalyzed by the earth-abundant main-group element aluminum and employs 2-propanol as the hydride source.

Heterogeneous Enantioselective Hydrogenation of Aromatic Ketones Catalyzed by Rh Nanoparticles Immobilized in Ionic Liquid

Rhodium nanoparticles (Rh NPs) stabilized by natural cinchona alkaloids were synthesized in imidazolium-based ionic liquids using H2 as the reductant. Characterization showed well-dispersed Rh NPs of about 1.96?nm (TEM and HRTEM) and confirmed the ionic liquid and cinchona alkaloid stabilization to the Rh(0) NPs (XPS). When modified by chiral diamine, including (1R,2R)-diphenylethylenediamine ((1R,2R)-DPEN) or cinchona alkaloid derivatives, the Rh NPs catalysts exhibited good activity, chemoselectivity and enantioselectivity in the heterogeneous enantioselective hydrogenation of aromatic ketones. Synergistic effect between (1R,2R)-DPEN and cinchonidine was also observed, which significantly accelerated the reaction rate and enhanced the enantioselectivity. 63.0% enantioselectivity and 98.9% chemoselectivity could be achieved in the acetophenone enantioselective hydrogenation; up to 70.2% enantioselectivity and 100% chemoselectivity was obtained in the isobutyrylbenzene catalytic enantioselective hydrogenation. Catalytic system could be reused several times without significant loss in activity, chemoselectivity as well as enantioselectivity. This catalytic protocol opens the door to heterogeneous enantioselective hydrogenation of aromatic ketones with metal Rh NPs immobilized in ionic liquid. Graphical Abstract: [Figure not available: see fulltext.].