105615-45-0

Basic information

• Product Name: (R)-o-Methyl-a-phenethylamine
• Synonyms: (R)-o-Methyl-a-phenethylamine;Benzenemethanamine, α,2-dimethyl-, (αR)-;(R)-1-O-TOLYLETHANAMINE-HCl;2-diMethyl-;(R)-1-o-TolylethanaMine hydrochloride;BenzeneMethanaMine, .alpha.,2-diMethyl-, (.alpha.R)-;(1R)-1-(2-METHYLPHENYL)ETHAN-1-AMINE;(1R)-1-(2-METHYLPHENYL)ETHAN-1-AMINE-HCL
• CAS NO: 105615-45-0
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 135.21
• Product Categories: API intermediates
• Mol File: 105615-45-0.mol
• Article Data: 14

Chemical Properties

• Melting Point: 158 °C
• Boiling Point: 209.3±9.0 °C(Predicted)
• Appearance: /
• Density: 0.945±0.06 g/cm3(Predicted)
• PKA: 9.22±0.10(Predicted)
• CAS DataBase Reference: (R)-o-Methyl-a-phenethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-o-Methyl-a-phenethylamine(105615-45-0)
• EPA Substance Registry System: (R)-o-Methyl-a-phenethylamine(105615-45-0)

Safety Data

• Hazardous Substances Data: 105615-45-0(Hazardous Substances Data)

Usage

General Description

"(R)-o-Methyl-a-phenethylamine" is a type of phenethylamine compound whose molecular structure is different due to the addition of a methyl group. Phenethylamines are a group of organic compounds that serve as the basic structure for various drugs and substances known to affect mood and perception. (R)-o-Methyl-a-phenethylamine appears as an isomer, meaning it shares the same molecular formula with other compounds but differs in the arrangement of atoms. Although it is less well-known and not as extensively studied as other phenethylamine compounds, phenethylamines in general can cause a range of physiological and psychoactive effects, depending on the specific compound and dosage. They occur naturally but can also be synthetically produced.

InChI:InChI=1/C9H13N.ClH/c1-7-5-3-4-6-9(7)8(2)10;/h3-6,8H,10H2,1-2H3;1H/t8-;/m1./s1

Upstream product

• 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 
• 22364-68-7 2-tolylmethylnitrile 
• 87227-77-8 bishydrochloride salt of cis-1,4-diamino-but-2-ene 
• 7287-82-3 1-O-tolyl-ethanol 

Downstream Products

• 105290-97-9 (R)-N-(1-o-tolylethyl)benzamide 

Relevant articles and documents

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.

Method for synthesizing chiral amine compound

The present invention provides a method for synthesizing a chiral amine compound. The method comprises the following steps: (1) reacting a compound of formula I with t-butylsulfonamide in the presenceof a catalyst to obtain a compound having a structure represented by formula II; 2) reacting the compound of the formula II in a hydrogen atmosphere in the presence of an iridium catalyst and a ligand to obtain a compound of formula III; and (3) carrying out a t-butylsulfonyl group removal reaction on the compound of the formula III to obtain the chiral amine compound. The method constructs the structure of sulfonamide by a keto carbonylgroup, and synthesizes the chiral amine compound with the aralkylamine structure by an asymmetric catalytic hydrogenation reaction of the sulfonamide structure, the ee value is generally 80% or above, the highest ee value is 99% or above, the yield of each step reaction can reach 90% or above, and the total yield is high.

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.