76279-30-6

Basic information

• Product Name: (S)-o-Methyl-a-phenylethylamine
• Synonyms: (S)-o-Methyl-a-phenylethylamine;Benzenemethanamine, α,2-dimethyl-, (αS)-;(S)-1-O-TOLYLETHANAMINE-HCl;(S)-1-O-TolylethanaMine hydrochloride;BenzeneMethanaMine, .alpha.,2-diMethyl-, (.alpha.S)-
• CAS NO: 76279-30-6
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 135.21
• Product Categories: API intermediates
• Mol File: 76279-30-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (S)-o-Methyl-a-phenylethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-o-Methyl-a-phenylethylamine(76279-30-6)
• EPA Substance Registry System: (S)-o-Methyl-a-phenylethylamine(76279-30-6)

Safety Data

• Hazardous Substances Data: 76279-30-6(Hazardous Substances Data)

Usage

General Description

(S)-o-Methyl-a-phenylethylamine, also known as p-o-methyl-beta-phenylethylamine, is a naturally occurring chemical compound found in the human body and certain plants. It is a derivative of phenylethylamine (PEA), a neurotransmitter and neuromodulator that is involved in the regulation of mood, emotion, and cognition. This chemical has been studied for its potential effects on mood, energy levels, and anxiety. It is also known to have stimulant properties, which has led to its use in dietary supplements and as a performance-enhancing substance in sports. However, its usage in supplements and sports has come under scrutiny due to its potential for abuse and adverse effects on health. Overall, (S)-o-Methyl-a-phenylethylamine remains a topic of research interest for its potential therapeutic and performance-enhancing effects, as well as its role in the human body.

InChI:InChI=1/C9H13N.ClH/c1-7-5-3-4-6-9(7)8(2)10;/h3-6,8H,10H2,1-2H3;1H/t8-;/m0./s1

Upstream product

• 128113-83-7 (1S,1'R)-N-(1'-phenylethyl)-1-(2''-methylphenyl)ethylamine 
• 128113-70-2 (1R,1'R)-N-(1'-phenylethyl)-1-(2''-methylphenyl)ethylamine 
• 42142-17-6 1-(o-tolyl)ethanamine 
• 577-16-2 2-Methylacetophenone 
• 850790-53-3 (S)-1-phenyl-N-((S)-1-(2-(methyl)phenyl)ethyl)ethanamine 
• 1332827-88-9 (S)-N-[(S)-1-(2-methylphenyl)ethyl]-1-phenylethanamine 
• 1332832-16-2 (S)-1-(2-methylphenyl)ethanamine hydrochloride 
• 1307727-86-1 1-phenyl-N-(1-(o-tolyl)ethylidene)methanamine 
• 194024-39-0 N-benzyl-1-(o-tolyl)ethan-1-amine 
• 35106-87-7 1-o-tolylethanamine hydrochloride 

Downstream Products

• 850790-54-4 bis-(S,S)-(1-o-tolyl-ethyl)-amine 
• 1332827-98-1 (S)-2,2,2-trifluoro-N-(1-(2-(methyl)phenyl)ethyl)acetamide 

Relevant articles and documents

Deracemization of Racemic Amines to Enantiopure (R)- and (S)-amines by Biocatalytic Cascade Employing ω-Transaminase and Amine Dehydrogenase

A one-pot deracemization strategy for α-chiral amines is reported involving an enantioselective deamination to the corresponding ketone followed by a stereoselective amination by enantiocomplementary biocatalysts. Notably, this cascade employing a ω-transaminase and amine dehydrogenase enabled the access to both (R)-and (S)-amine products, just by controlling the directions of the reactions catalyzed by them. A wide range of (R)-and (S)-amines was obtained with excellent conversions (>80 %) and enantiomeric excess (>99 % ee). Finally, preparative scale syntheses led to obtain enantiopure (R)- and (S)-13 with the isolated yields of 53 and 75 %, respectively.

Sequential reductive amination-hydrogenolysis: A one-pot synthesis of challenging chiral primary amines

Difficult-to-access chiral primary amines were formed in good to high yield and ee using a rare example of a one-pot synthesis from prochiral ketones (sequential reductive amination-hydrogenloysis). As a highlight we also demonstrate a one-pot reductive amination-hydrogenolysis-reductive amination (five reactions) of ortho-methoxyacetophenone resulting in the chiral diamine 1-(2-methoxyphenyl)ethyl-(2-pyridylmethyl)-amine (4) (58% overall yield, >99% ee), a new organocatalyst for aqueous enantioselective aldol reactions. Copyright

Resolution of methyl-1-phenylethylamines by acidic derivatives of 1-phenylethylamine

Methyl-1-phenylethylamines were resolved by phenylethylamine derivatives formed with a homologous series of dicarboxylic acids. The structure of the 4-methyl-1-phenylethylamine N-(1-phenylethylamine) succinic acid monoamide diastereoisomeric salt was investigated by single crystal X-ray diffraction.