4187-38-6

Basic information

• Product Name: (R)-(+)-1-(4-Methylphenyl)ethylamine
• Synonyms: (R)-(+)-4-(1-AMINOETHYL)TOLUENE;(R)-4-METHYL-ALPHA-METHYLBENZYLAMINE;(R)-(+)-ALPHA,4-DIMETHYLBENZYLAMINE;(R)-(+)-A-(P-TOLYL)ETHYLAMINE;(R)-(+)-1-(4-METHYLPHENYL)ETHYLAMINE;(R)-1-(4-METHYLPHENYL)ETHYLAMINE;(R)-1-P-TOLYLETHANAMINE;(R)-(+)-1-(P-TOLYL)ETHYLAMINE
• CAS NO: 4187-38-6
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 135.21
• EINECS: -0
• Product Categories: chiral;API intermediates;Amines (Chiral);Asymmetric Synthesis;Chiral Building Blocks;for Resolution of Acids;Optical Resolution;Synthetic Organic Chemistry;Amines;Chiral Building Blocks;Organic Building Blocks
• Mol File: 4187-38-6.mol
• Article Data: 45

Chemical Properties

• Melting Point: <-20°C
• Boiling Point: 205 °C(lit.)
• Flash Point: 180 °F
• Appearance: colorless to light yellow liquid
• Density: 0.919 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.521(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 9.20±0.10(Predicted)
• Sensitive: Air Sensitive
• BRN: 3195425
• CAS DataBase Reference: (R)-(+)-1-(4-Methylphenyl)ethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-1-(4-Methylphenyl)ethylamine(4187-38-6)
• EPA Substance Registry System: (R)-(+)-1-(4-Methylphenyl)ethylamine(4187-38-6)

Safety Data

• Hazard Codes: C
• Statements: 20/21/22-34
• Safety Statements: 16-26-27-36/37/39-45
• RIDADR: UN 2619 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 4187-38-6(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liqui

Uses

(R)-(+)-α,4-Dimethylbenzylamine can be used as a chiral salt of keto acid, employed in the solid-state photolysis studies of α-mesitylacetophenone derivatives.

General Description

(R)-(+)-α,4-Dimethylbenzylamine is a chiral amine.

Upstream product

• 122-00-9 para-methylacetophenone 
• 54582-23-9 1-p-tolylethanone oxime 
• 368447-72-7 (2S)-2-({[(1R)-1-(4-methylphenyl)ethyl]amino}oxy)-2-phenylethanol 
• 2089-33-0 4-methylacethophenone oxime 
• 27179-73-3 2-(p-tolyl)acrylonitrile 
• 124709-71-3 R-(-)-2-(4'-methylphenyl)-propanoic acid 
• 2947-61-7 (4-methylphenyl)acetonitrile 
• 536-50-5 CH₃C₆H₄CH(CH₃)OH 
• 42070-92-8 (R)-1-(4-methylphenyl)ethanol 
• 536-50-5 (S)-1-(4-Methylphenyl)ethanol 
• 622-96-8 4-methylethylbenzene 
• 42070-98-4 1-(p-tolyl)ethylamine 
• 36283-44-0 N-acetyl-1-phenylethylamine 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 

Downstream Products

• 629657-92-7 6-chloro-N-[(1R)-1-(4-methylphenyl)ethyl]pyrazin-2-amine 
• 864162-71-0 (2R)-2-hydroxy-5-(4-methoxyphenyl)pentanoic acid (+)-tolylethylamine 
• 444169-17-9 N-((R)-1-(4-methylphenyl)ethyl)pivalamide 
• 1079653-78-3 2-(4-acetylpiperazin-1-yl)-6-isopropyl-4-{[(1R)-1-(4-methylphenyl)ethyl]amino}-5,6-dihydro-7H-pyrrolo[3,4-d]pyrimidin-7-one 
• 1359081-74-5 C₉H₁₃N*C₁₁H₈O₂ 
• 1350639-67-6 (R)-6-(4-methoxyphenyl)-N-(1-p-tolylethyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine 
• 1209050-97-4 C₄₃H₄₀N₂O₄ 
• 1209050-95-2 C₄₃H₄₀N₂O₄ 
• 1143520-49-3 (1R)-N-((2-(4-chlorophenyl)-1,3-thiazol-4-yl)methyl)-1-(4-methylphenyl)ethanamine 

Relevant articles and documents

Iterative Alanine Scanning Mutagenesis Confers Aromatic Ketone Specificity and Activity of L-Amine Dehydrogenases

Direct reductive amination of prochiral ketones catalyzed by amine dehydrogenases is attractive in the synthesis of active pharmaceutical ingredients. Here, we report the protein engineering of L-Bacillus cereus amine dehydrogenase to allow reactivity on synthetically useful aromatic ketone substrates using an iterative, multiple-site alanine scanning mutagenesis approach. Mutagenesis libraries based on molecular docking, iterative alanine scanning, and double-proximity filter approach significantly expand the scope of active pharmaceutical ingredients relevant building blocks. The eventual quintuple mutant (A115G/T136A/L42A/V296A/V293A) showed reactivity toward aromatic ketones 12 a (5-phenyl-pentan-2-one) and 13 a (6-phenyl-hexan-2-one), which have not been reported to serve as targets of reductive amination by currently available amine dehydrogenases. Docking simulation and tunnel analysis provided valuable insights into the source of the acquired specificity and activity.

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.

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.