(R)-3,4-dimethoxyamphetamine

Base Information

• Chemical Name: (R)-3,4-dimethoxyamphetamine
• CAS No.: 64778-78-5
• Molecular Formula: C11H17NO2
• Molecular Weight: 195.261
• UNII: 6S23N68U86
• ChEMBL ID: CHEMBL4085162
• Nikkaji Number: J76.796D
• Mol file: 64778-78-5.mol

Synonyms:64778-78-5;(R)-3,4-dimethoxyamphetamine;Benzeneethanamine,3,4-dimethoxy-a-methyl-,(aR)-;(2R)-1-(3,4-dimethoxyphenyl)propan-2-amine;3,4-Dimethoxyamphetamine, (R)-;3,4-Dma, (R)-;6S23N68U86;(R)-1-(3,4-dimethoxyphenyl)-2-aminopropane;SCHEMBL2564908;(R)-3,4-dimethoxy-amphetamine;CHEMBL4085162;UNII-6S23N68U86;Benzeneethanamine, 3,4-dimethoxy-alpha-methyl-, (alphaR)-;KAZPHAGSWZTKDW-MRVPVSSYSA-N;MFCD00671641;AKOS006273413;(R)-(3,4-dimethoxyphenyl)-2-aminopropane;(R)-2-Amino-1-(3,4-dimethoxyphenyl)propane;(R)-3-(3,4-dimethoxyphenyl)-2-propylamine;(S)-1-(3,4-Dimethoxyphenyl)propan-2-amine;(R)-1-(3,4-Dimethoxy-phenyl)-2-propanamine;(R)-1-(3,4-DIMETHOXYPHENYL)2-PROPANAMINE;(alphaR)-3,4-Dimethoxy-alpha-methylbenzeneethanamine;(.ALPHA.R)-3,4-DIMETHOXY-.ALPHA.-METHYLBENZENEETHANAMINE;BENZENEETHANAMINE, 3,4-DIMETHOXY-.ALPHA.-METHYL-, (.ALPHA.R)-

Chemical Property of (R)-3,4-dimethoxyamphetamine

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.512
• Boiling Point: 288.967 °C at 760 mmHg
• Flash Point: 139.809 °C
• PSA: 44.48000
• Density: 1.023 g/cm³
• LogP: 2.29380
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 195.125928785
• Heavy Atom Count: 14
• Complexity: 163

Purity/Quality:

98% ^*data from raw suppliers

(2R)-1-(3,4-DIMETHOXYPHENYL)PROP-2-YLAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC1=CC(=C(C=C1)OC)OC)N
• Isomeric SMILES: C[C@H](CC1=CC(=C(C=C1)OC)OC)N

Technology Process of (R)-3,4-dimethoxyamphetamine

There total 17 articles about (R)-3,4-dimethoxyamphetamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

3,4-dimethoxyphenylacetone (776-99-8) → (R)-3,4-dimethoxy-α-methylbenzeneethanamine (64778-78-5)

Guidance literature:

With pyridoxal 5'-phosphate; amine transaminase ATA-412; isopropylamine; In aq. phosphate buffer; at 30 ℃; for 24h; pH=7.5; Reagent/catalyst; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/adsc.201900179

Reference yield:

3,4-dimethoxyphenylacetone (776-99-8) → (S)-2-amino-1-(3,4-dimethoxyphenyl)propane (17279-41-3) + (R)-3,4-dimethoxy-α-methylbenzeneethanamine (64778-78-5)

Guidance literature:

With pyridoxal 5'-phosphate; amine transaminase ATA-113; isopropylamine; In aq. phosphate buffer; at 30 ℃; for 24h; pH=7.5; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/adsc.201900179

Reference yield:

Methanesulfonic acid (S)-2-amino-3-(3,4-dimethoxy-phenyl)-propyl ester; compound with trifluoro-acetic acid → (R)-3,4-dimethoxy-α-methylbenzeneethanamine (64778-78-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; Yield given;

DOI:10.1021/jm00094a025

upstream raw materials:

(R)-3-(3,4-dimethoxy-phenyl)-2-methyl-propionyl chloride

diazomethane

(-)(D)-2-<3,4-Dihydroxy-phenyl>-1-methyl-aethylamin

(S)-(-)-[2-(3,4-dimethoxyphenyl)-1-hydroxymethylethyl]carbamic acid tert-butyl ester

Downstream raw materials:

(R)-ethyl 1-(3,4-dimethoxyphenyl)propan-2-ylcarbamate

(1S,3R)-1-(3-hydroxybenzyl)-6,7-dimethoxy-2,3-dimethyl-1,2,3,4-tetrahydroisoquinoline

(R)-1-<2-(3,4-Dimethoxyphenyl)-1-methylethyl>pyrimidin-2,4,6(1H,3H,5H)-trion

urethane

Refernces

• 1、 González-Martínez, Daniel,Gotor, Vicente,Gotor-Fernández, Vicente. "Stereoselective Synthesis of 1-Arylpropan-2-amines from Allylbenzenes through a Wacker-Tsuji Oxidation-Biotransamination Sequential Process". . p. 2582 - 2593. Retrieved 2019/05/15.
• 2、 Orden, Alejandro A.,Schrittwieser, Joerg H.,Resch, Verena,Mutti, Francesco G.,Kroutil, Wolfgang. "Controlling stereoselectivity by enzymatic and chemical means to access enantiomerically pure (1S,3R)-1-benzyl-2,3-dimethyl-1,2,3,4- tetrahydroisoquinoline derivatives". . p. 744 - 749. Retrieved 2013/07/25.