761390-58-3

Basic information

• Product Name: (R)-1-(3-Fluorophenyl)ethylamine
• Synonyms: (1R)-1-(3-fluorophenyl)ethan-1-aMine;(R)-3-Fluoro-alpha-methylbenzylamine;(R)-1-(3-FLUOROPHENYL)ETHANAMINE-HCL;Benzenemethanamine, 3-fluoro-α-methyl-, (αR)-;(R)-1-(3-Fluorophenyl)ethylamine;(1R)-1-(3-Fluorophenyl)ethylamine;(aR)-3-Fluoro-a-methyl-benzenemethanamine;(R)-1-(3-fluorophenyl)ethan-1-amine
• CAS NO: 761390-58-3
• Molecular Formula: C₈H₁₀FN
• Molecular Weight: 139.17
• Mol File: 761390-58-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 182.6±15.0 °C(Predicted)
• Appearance: /
• Density: 1.063±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8.72±0.10(Predicted)
• CAS DataBase Reference: (R)-1-(3-Fluorophenyl)ethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(3-Fluorophenyl)ethylamine(761390-58-3)
• EPA Substance Registry System: (R)-1-(3-Fluorophenyl)ethylamine(761390-58-3)

Safety Data

• Hazardous Substances Data: 761390-58-3(Hazardous Substances Data)

Usage

General Description

"(R)-1-(3-Fluorophenyl)ethylamine is a chemical compound characterized by its structure of a fluorine atom bonded to an aromatic phenyl ring, attached to an ethylamine chain with an R-configuration. The R-configuration indicates the orientation of the atoms in the molecule. It is an important intermediate for the synthesis of a variety of organic compounds, including pharmaceuticals and agrochemicals. Its properties can be influenced by temperature, pressure, and other external factors. As with many chemical compounds, it must be handled with care to prevent potential health and safety risks.

Upstream product

• 455-36-7 1-(3-fluorophenyl)ethanone 
• 68285-27-8 3-fluoro-α-methylbenzylamine 
• 402-63-1 1-(3-fluorophenyl)ethanol 
• 815-57-6 3-Methyl-2,4-pentanedione 
• 444643-07-6 [(S)-1-(3-Fluoro-phenyl)-ethyl]-((S)-1-phenyl-ethyl)-amine 
• 444643-08-7 [(R)-1-(3-Fluoro-phenyl)-ethyl]-((S)-1-phenyl-ethyl)-amine 

Downstream Products

• 1342278-34-5 (R)-1-(1-(3-fluorophenyl)ethyl)-3-(4-(pyridin-4-yl)thiazol-2-yl)urea 
• 1568065-05-3 C₁₀H₁₂FNO 
• 1257090-12-2 (6-bromo-quinoxalin-2-yl)[(R)-1-(3-fluoro-phenyl)ethyl]amine 
• 1220121-04-9 C₂₁H₁₉FN₄O 
• 1258212-07-5 C₂₃H₂₆FN₉O 
• 1195985-40-0 (1R)-1-(3-fluorophenyl)-N-((1R)-1-(1-(4-(trifluoromethyl)phenyl)-1H-pyrazol-3-yl)ethyl)ethanamine 
• 1025772-37-5 (R)-N-(3-bromo-4-methoxybenzyl)-1-(3-fluorophenyl)ethanamine 

Relevant articles and documents

Generation of amine dehydrogenases with increased catalytic performance and substrate scope from ε-deaminating L-Lysine dehydrogenase

Amine dehydrogenases (AmDHs) catalyse the conversion of ketones into enantiomerically pure amines at the sole expense of ammonia and hydride source. Guided by structural information from computational models, we create AmDHs that can convert pharmaceutically relevant aromatic ketones with conversions up to quantitative and perfect chemical and optical purities. These AmDHs are created from an unconventional enzyme scaffold that apparently does not operate any asymmetric transformation in its natural reaction. Additionally, the best variant (LE-AmDH-v1) displays a unique substrate-dependent switch of enantioselectivity, affording S- or R-configured amine products with up to >99.9% enantiomeric excess. These findings are explained by in silico studies. LE-AmDH-v1 is highly thermostable (Tm of 69 °C), retains almost entirely its catalytic activity upon incubation up to 50 °C for several days, and operates preferentially at 50 °C and pH 9.0. This study also demonstrates that product inhibition can be a critical factor in AmDH-catalysed reductive amination.

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.