162427-79-4

Basic information

• Product Name: (R)-1-(2-FLUOROPHENYL)ETHANOL
• Synonyms: R-OF-PEL;(R)-1-(2-FLUOROPHENYL)ETHANOL;Benzenemethanol, 2-fluoro-alpha-methyl-, (alphaR)- (9CI);(R)-1-(2-Ffluorophenyl)ethanol;(+)-1-(o-Fluorophenyl)ethanol;(alphaR)-2-Fluoro-alpha-methylbenzenemethanol;(1R)-1-(2-Fluorophenyl)ethan-1-ol;(R)-2-Fluoro-alpha-methylbenzyl alcohol
• CAS NO: 162427-79-4
• Molecular Formula: C₈H₉FO
• Molecular Weight: 140.15
• Product Categories: HALIDE;Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds
• Mol File: 162427-79-4.mol
• Article Data: 91

Chemical Properties

• Boiling Point: 193℃
• Flash Point: 88℃
• Appearance: /
• Density: 1.123
• Vapor Pressure: 0.297mmHg at 25°C
• Refractive Index: 1.51
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (R)-1-(2-FLUOROPHENYL)ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(2-FLUOROPHENYL)ETHANOL(162427-79-4)
• EPA Substance Registry System: (R)-1-(2-FLUOROPHENYL)ETHANOL(162427-79-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 162427-79-4(Hazardous Substances Data)

Usage

Description

(R)-1-(2-FLUOROPHENYL)ETHANOL is an organic compound characterized by its fluorophenyl and ethyl functional groups. It is a chiral molecule, with the (R)-configuration indicating the specific arrangement of atoms in its structure. (R)-1-(2-FLUOROPHENYL)ETHANOL is known for its potential applications in the pharmaceutical and chemical industries due to its unique properties and reactivity.

Uses

Used in Pharmaceutical Industry:
(R)-1-(2-FLUOROPHENYL)ETHANOL is used as a building block for the synthesis of orally active lysophosphatidic acid receptor-1 (LPA1) antagonists. These LPA1 antagonists are important in the development of medications targeting various diseases and conditions, as they can modulate the biological effects of lysophosphatidic acid, a signaling molecule involved in cell proliferation, survival, and migration.
The application of (R)-1-(2-FLUOROPHENYL)ETHANOL in the synthesis of LPA1 antagonists is significant because it allows for the development of more effective and targeted treatments for conditions such as cancer, fibrosis, and cardiovascular diseases. By incorporating this compound into the structure of LPA1 antagonists, researchers can potentially improve the pharmacokinetic properties, bioavailability, and overall efficacy of these therapeutic agents.

InChI:InChI=1/C8H9FO/c1-6(10)7-4-2-3-5-8(7)9/h2-6,10H,1H3/t6-/m1/s1

Upstream product

• 446-49-1 1-ethyl-2-fluorobenzene 
• 179242-97-8 ((1-(2-fluorophenyl)vinyl)oxy)trimethylsilane 
• 1796-63-0 1-<2-Fluorphenyl>-ethyl-acetat 
• 445-26-1 1-(2-fluorophenyl)ethanol 
• 445-27-2 2'-Fluoroacetophenone 
• 67-63-0 isopropyl alcohol 
• 394-46-7 2-fluorostyrene 
• 274-07-7 benzo[1,3,2]dioxaborole 
• 75-16-1 methylmagnesium bromide 
• 446-52-6 2-Fluorobenzaldehyde 
• 544-97-8 dimethyl zinc(II) 
• 75-24-1 trimethylaluminum 

Downstream Products

• 1396007-08-1 (R)-1-{4'-[5-((1-(2-fluorophenyl)ethoxy)carbonylamino)-1-methyl-1H-pyrazol-4-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid 
• 1265631-08-0 [3-(4-bromo-phenyl)-5-methyl-isoxazol-4-yl]-carbamic acid (R)-1-(2-fluoro-phenyl)-ethyl ester 
• 1265629-90-0 (4'-{4-[(R)-1-(2-fluoro-phenyl)-ethoxycarbonylamino]-5-methyl-isoxazol-3-yl}-biphenyl-4-yl)-acetic acid 
• 1228690-15-0 [5-(4-bromo-3-methyl-phenyl)-3-methyl-isoxazol-4-yl]-carbamic acid (R)-1-(2-fluoro-phenyl)-ethyl ester 

Relevant articles and documents

Iron(II) Complexes Containing Chiral Unsymmetrical PNP′ Pincer Ligands: Synthesis and Application in Asymmetric Hydrogenations

Four new chiral PNP′ pincer ligands with a scaffold consisting of a planar chiral ferrocene and a centro chiral aliphatic unit were synthesized and characterized. Treatment of anhydrous FeBr2(THF)2 with 1 equiv of the unsymmetrical chiral PNP′ pincer ligands afforded complexes of the general formula [Fe(PNP′)Br2]. In the solid state these complexes adopt a tetrahedral geometry with the PNP′ ligands coordinated in a ?°2P,N-fashion, as shown by X-ray crystallography. These complexes react with CO in the presence of NaBH4 to yield hydride complexes of the type [Fe(PNP′)(H)(Br)(CO)], which were isolated and tested as catalysts in the asymmetric hydrogenation of ketones. Enantioselectivities of up to 81% ee were obtained.

The enantioselective reduction of 2′-fluoroacetophenone utilizing a simplified CBS-reduction procedure

We have developed a practical, non-enzymatic, catalytic process for the enantioselective reduction of 2′-fluoroacetophenone. A number of catalysts were screened for the oxazaborolidine-type reduction of this ketone to obtain an optimized system. We have s

Novel non-metal catalyst for catalyzing asymmetric hydrogenation of ketone and alpha, beta-unsaturated ketone

The invention discloses a novel non-metal catalyst for catalyzing asymmetric hydrogenation of ketone and alpha, beta-unsaturated ketone. The preparation method of a chiral alcohol compound shown as formula IV comprises the following step of: reacting a ketone compound shown as formula V with hydrogen under the catalysis of tri(4-hydrotetrafluorophenyl)boron and a chiral oxazoline compound to obtain the chiral alcohol compound shown as the formula IV; the preparation method of a chiral tetralone compound shown as formula VI comprises the following step of: under the catalysis of tri(4-hydrotetrafluorophenyl)boron and a chiral oxazoline compound, reacting an alpha, beta-unsaturated ketone compound shown as formula VII with hydrogen to obtain the chiral tetralone compound shown as the formula VI. The method has the advantages of easy synthesis of raw materials, mild reaction conditions, simple operation, high stereoselectivity and the like, the ee value of the product is up to 92%, and the yield is up to 99%.

Redox-driven deracemization of secondary alcohols by sequential ether/O2-mediated oxidation and Ru-catalyzed asymmetric reduction

The deracemization of benzylic alcohols has been achieved using a redox-driven one-pot two-step process. The racemic alcohols were oxidized by bis(methoxypropyl) ether and oxygen to give the ketone intermediates, followed by an asymmetric transfer hydrogenation with a chiral ruthenium catalyst. This compatible oxidation/reduction process gave the enantiomerically enriched alcohols with up to 95% ee values.