444643-16-7

Basic information

• Product Name: Benzenemethanamine, 3,5-difluoro-alpha-methyl-, (alphaS)- (9CI)
• Synonyms: Benzenemethanamine, 3,5-difluoro-alpha-methyl-, (alphaS)- (9CI);Benzenemethanamine, 3,5-difluoro-α-methyl-, (αS)-;Benzenemethanamine, 3,5-difluoro-a-methyl-, (aS)-;(S)-1-(3,5-Difluorophenyl)ethanamine hydrochloride;(S)-1-(3,5-Difluorophenyl)ethylamine;Benzenemethanamine, 3,5-difluoro-α-methyl-, (alphaS)- (9CI);(S)-1-(3,5-difluorophenyl)ethan-1-amine;(1S)-1-(3,5-difluorophenyl)ethan-1-amine hydrochloride
• CAS NO: 444643-16-7
• Molecular Formula: C8H9F2N
• Molecular Weight: 157.1605664
• Product Categories: HALIDE
• Mol File: 444643-16-7.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: Benzenemethanamine, 3,5-difluoro-alpha-methyl-, (alphaS)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, 3,5-difluoro-alpha-methyl-, (alphaS)- (9CI)(444643-16-7)
• EPA Substance Registry System: Benzenemethanamine, 3,5-difluoro-alpha-methyl-, (alphaS)- (9CI)(444643-16-7)

Safety Data

• Hazardous Substances Data: 444643-16-7(Hazardous Substances Data)

Usage

Description

Benzenemethanamine, 3,5-difluoro-alpha-methyl-, (alphaS)(9CI) is a chemical compound belonging to the class of benzenemethanamines. It is characterized by the presence of two fluorine atoms at the 3rd and 5th positions, and an alpha-methyl group. Benzenemethanamine, 3,5-difluoro-alpha-methyl-, (alphaS)(9CI) has a specific (alphaS) configuration, which indicates the arrangement of atoms in the molecule.

Uses

Used in Pharmaceutical Industry:
Benzenemethanamine, 3,5-difluoro-alpha-methyl-, (alphaS)(9CI) is used as an intermediate in the synthesis of optically active fluorine-substituted α-phenylethylamines. These compounds are of significant interest in the pharmaceutical industry due to their potential applications in the development of new drugs with improved pharmacological properties.
Used in Chemical Research:
In the field of chemical research, Benzenemethanamine, 3,5-difluoro-alpha-methyl-, (alphaS)(9CI) is utilized in the study of practical synthesis methods. Benzenemethanamine, 3,5-difluoro-alpha-methyl-, (alphaS)(9CI) plays a crucial role in the development of efficient and selective synthetic routes to access optically active fluorine-substituted α-phenylethylamines, which are important building blocks for various pharmaceutical applications.
Used in Drug Synthesis:
Benzenemethanamine, 3,5-difluoro-alpha-methyl-, (alphaS)(9CI) is used as a key component in the synthesis of various drugs, particularly those targeting specific receptors or enzymes in the body. The presence of fluorine atoms and the alpha-methyl group in the molecule can significantly influence the biological activity and pharmacokinetic properties of the resulting drug candidates.

InChI:InChI=1/C8H9F2N.ClH/c1-5(11)6-2-7(9)4-8(10)3-6;/h2-5H,11H2,1H3;1H/t5-;/m0./s1

Upstream product

• 444643-14-5 [(S)-1-(3,5-Difluoro-phenyl)-ethyl]-((S)-1-phenyl-ethyl)-amine 
• 444643-15-6 [(R)-1-(3,5-Difluoro-phenyl)-ethyl]-((S)-1-phenyl-ethyl)-amine 
• 123577-99-1 3′,5′-difluoroacetophenone 
• 872181-59-4 rac-1-(3,5-difluorophenyl)ethan-1-ol 
• 117358-52-8 1-ethyl-3,5-difluorobenzene 
• 321318-29-0 1-(3,5-difluorophenyl)ethylamine 

Downstream Products

• 321318-29-0 (R)-1-(3,5-difluorophenyl)ethan-1-amine 
• 123577-99-1 3′,5′-difluoroacetophenone 
• 1189569-34-3 (2R)-5-{(1E)-3-[2-(3,5-difluorophenyl)-5-(fluoromethyl)-2,4,5-trimethyl-6-oxopiperazin-1-yl]prop-1-en-1-yl}-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one 
• 1189569-92-3 methyl N-{2-[(tert-butoxycarbonyl)amino]-2-(3,5-difluorophenyl)propyl}-O-[tert-butyl(dimethyl)silyl]-2-methylserinate 
• 1189569-93-4 propan-2-yl N-{2-[(tert-butoxycarbonyl)amino]-2-(3,5-difluorophenyl)propyl}-O-[tert-butyl(dimethyl)silyl]-2-methylserinate 
• 1189569-77-4 (8S)-8-(3,5-difluorophenyl)-8-methyl-6,9-diazaspiro[4.5]decan-10-one 
• 1189569-94-5 6-(3,5-difluorophenyl)-3-(hydroxymethyl)-3,6-dimethylpiperazin-2-one 
• 957122-12-2 lithium [(3R)-1-(tert-butoxycarbonyl)-3-(3,5-difluorophenyl)-3-methyl-5-oxo-1,4-diazaspiro[5.5]undec-4-yl]acetate 
• 957122-20-2 tert-butyl (3R)-3-(3,5-difluorophenyl)-4-(2-ethoxy-2-oxoethyl)-3-methyl-5-oxo-1,4-diazaspiro[5.5]undecane-1-carboxylate 
• 957122-16-6 methyl 1-{[2-[(tert-butoxycarbonyl)amino]-2-(3,5-difluorophenyl)propyl]amino}cyclohexane-1-carboxylate 
• 957122-19-9 tert-butyl (3R)-3-(3,5-difluorophenyl)-3-methyl-5-oxo-1,4-diazaspiro[5.5]undecane-1-carboxylate 
• 957122-17-7 methyl 1-{[2-amino-2-(3,5-difluorophenyl)propyl]amino}cyclohexane-1-carboxylate 
• 957122-18-8 (3R)-3-(3,5-difluorophenyl)-3-methyl-1,4-diazaspiro[5.5]undecan-5-one 
• 1189569-79-6 (3S)-3-(3,5-difluorophenyl)-3-methyl-1,4-diazaspiro[5.5]undecan-5-one 

Relevant articles and documents

Enantioselective Bioamination of Aromatic Alkanes Using Ammonia: A Multienzymatic Cascade Approach

Chiral amines are common drug building blocks and important active pharmaceutical ingredients. Preparing these functionalized compounds from simple materials, such as alkanes, is of great interest. We recently developed an artificial bioamination cascade for the C?H amination of cyclic alkanes by combining P450 monooxygenase, alcohol dehydrogenase, and amine dehydrogenase. Herein, this system has been extended to the synthesis of chiral aromatic amines. In the first hydroxylation step, process optimization increased the conversion to 77 %. Two stereoselectively complementary alcohol dehydrogenases and an amine dehydrogenase were selected for the bioconversion of aromatic hydrocarbons to amines. The amination reaction was optimized with respect to cofactor addition and enzyme dosage. Isopropanol was added to decrease ketone intermediate accumulation in the amination step, which further enhanced the overall conversion. This cascade system converted a panel of hydrocarbon substrates into the corresponding amines with excellent optical purity (>99 % ee) and moderate conversion ratios (13–53 %).

Identification of novel thermostable ω-transaminase and its application for enzymatic synthesis of chiral amines at high temperature

A novel thermostable ω-transaminase from Thermomicrobium roseum which showed broad substrate specificity and high enantioselectivity was identified, expressed and biochemically characterized. The advantage of this enzyme to remove volatile inhibitory by-products was demonstrated by performing asymmetric synthesis and kinetic resolution at high temperature.

One-pot one-step deracemization of amines using ω-transaminases

In this study, we developed a one-pot one-step deracemization method for the production of various enantiomerically pure amines using two opposite enantioselective ω-TAs. Using this method, various aromatic amines were successfully converted to their (R)-forms (>99%) with good conversion.