(R)-1-(4-Methoxyphenyl)propan-2-amine

Base Information

• Chemical Name: (R)-1-(4-Methoxyphenyl)propan-2-amine
• CAS No.: 58993-79-6
• Molecular Formula: C10H15NO
• Molecular Weight: 165.235
• European Community (EC) Number: 611-770-8
• UNII: 2WSG94L9JW
• DSSTox Substance ID: DTXSID001274078
• Nikkaji Number: J430.211G
• Wikidata: Q27255715
• ChEMBL ID: CHEMBL2079629
• Mol file: 58993-79-6.mol

Synonyms:58993-79-6;(R)-1-(4-Methoxyphenyl)propan-2-amine;(2R)-1-(4-methoxyphenyl)propan-2-amine;(R)-2-(4-METHOXYPHENYL)-1-METHYLETHANAMINE;L-4-methoxyamphetamine;2WSG94L9JW;4-Methoxyamphetamine, (R)-;p-Methoxyamphetamine, R-(-)-;(r)-4-methoxyamphetamine;UNII-2WSG94L9JW;J430.211G;(R)-2-(4-METHOXY-PHENYL)-1-METHYL-ETHYLAMINE;(R)-(-)-2-(4-METHOXYPHENYL)-1-METHYLETHYLAMINE;Benzeneethanamine, 4-methoxy-alpha-methyl-, (alphaR)-;SCHEMBL394418;para-Methoxyamphetamine, (R)-;CHEMBL2079629;PMA, (R)-;4-METHOXYAMPHETAMINE, L-;NEGYEDYHPHMHGK-MRVPVSSYSA-N;DTXSID001274078;PMA (PSYCHEDELIC), (R)-;AKOS015900186;4-MA, (R)-;(R)-1-(4-Methoxyphenyl)-2-propaneamine;F13064;(alphaR)-4-Methoxy-alpha-methylbenzeneethanamine;(r)-n-(2-(p-methoxyphenyl)-1-methylethyl)amine;Q27255715;BENZENEETHANAMINE, 4-METHOXY-.ALPHA.-METHYL-, (.ALPHA.R)-

Chemical Property of (R)-1-(4-Methoxyphenyl)propan-2-amine

Chemical Property:

• Vapor Pressure: 0.0139mmHg at 25°C
• Refractive Index: 1.518
• Boiling Point: 258.2 °C at 760 mmHg
• PKA: 10.00±0.10(Predicted)
• Flash Point: 107.5 °C
• PSA: 35.25000
• Density: 0.99 g/cm³
• LogP: 2.28520
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 165.115364102
• Heavy Atom Count: 12
• Complexity: 119

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-1-(4-Methoxyphenyl)propan-2-amine

There total 30 articles about (R)-1-(4-Methoxyphenyl)propan-2-amine 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: 99.4%

4-methoxybenzyl methyl ketone (122-84-9) + 2-Pentanone (107-87-9) → (R)‐2‐aminopentane (625-30-9,33985-20-5,54542-13-1,63493-28-7) + (R)-(-)-p-methoxyamphetamine (58993-79-6,23239-32-9)

Guidance literature:

With Candida boidinii formate dehydrogenase; pyridoxal 5'-phosphate; Aspergillus terreus ω-trans aminase; Lysinibacillus fusiformis leucine dehydrogenase; ammonium formate; nicotinamide adenine dinucleotide; In aq. buffer; at 30 ℃; for 24h; pH=8.8; Catalytic behavior; Green chemistry; Enzymatic reaction;

DOI:10.1021/acs.joc.9b02445

Reference yield: 99.0%

4-methoxybenzyl methyl ketone (122-84-9) → (R)-(-)-p-methoxyamphetamine (58993-79-6,23239-32-9)

Guidance literature:

With glucose dehydrogenase; D-Alanine; D-glucose; ω-transaminase ATA-117; pyridoxal 5'-phosphate; nicotinamide adenine dinucleotide; lactate dehydrogenase; In dimethyl sulfoxide; at 30 ℃; for 24h; pH=7; optical yield given as %ee; stereoselective reaction; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1002/adsc.200800496

Reference yield: 91.0%

(4R,5S)-5-(4-methoxyphenyl)-4-methyloxazolidin-2-one (957777-98-9) → (R)-(-)-p-methoxyamphetamine (58993-79-6,23239-32-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 1h; atmospheric pressure;

DOI:10.1016/S0385-5414(07)81100-2

upstream raw materials:

N-[(1R)-2-(4-methoxyphenyl)-1-methylethyl]-N-[(1R)-1-phenylethyl]amine hydrochloride

1-methoxy-4-((E)-2-nitroprop-1-enyl)benzene

(R)-N-[1-(o-methoxyphenyl)propan-2-yl]ethanamide

2-amino-1-(4-methyoxyphenyl)propane

Downstream raw materials:

(R)-1-(3-Chloro-phenyl)-2-[(R)-2-(4-methoxy-phenyl)-1-methyl-ethylamino]-ethanol

(R,R)-formoterol

(R)-1-(3-Amino-4-benzyloxy-phenyl)-2-[(R)-2-(4-methoxy-phenyl)-1-methyl-ethylamino]-ethanol

(R)-1-(4-Benzyloxy-3-nitro-phenyl)-2-[(R)-2-(4-methoxy-phenyl)-1-methyl-ethylamino]-ethanol

Refernces

• 1、 Chen, Fei-Fei,Chen, Qi,Liu, Lei,Wang, Dong-Hao,Wang, Zhi-Long,Xu, Jian-He,Zhang, Zhi-Jun,Zheng, Gao-Wei. "Development of an engineered thermostable amine dehydrogenase for the synthesis of structurally diverse chiral amines". . p. 2353 - 2358. Retrieved 2020/05/13.
• 2、 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.