(R)-alpha-Phenyl-4-methylphenethylamine

Base Information

• Chemical Name: (R)-alpha-Phenyl-4-methylphenethylamine
• CAS No.: 30339-32-3
• Molecular Formula: C15H17 N
• Molecular Weight: 211.307
• Hs Code.: 2921499090
• DSSTox Substance ID: DTXSID201277735
• Nikkaji Number: J990.911G
• Mol file: 30339-32-3.mol

Synonyms:30339-32-3;(R)-alpha-Phenyl-4-methylphenethylamine;(1R)-2-(4-methylphenyl)-1-phenylethanamine;(R)-1-phenyl-2-(p-tolyl)ethan-1-amine;SCHEMBL924299;AMY6052;ZICDZTXDTPZBKH-OAHLLOKOSA-N;DTXSID201277735;(R)-1-phenyl-(2-p-tolyl)ethylamine;(R)-(-)-alpha-phenyl-beta-p-tolylethylamine;(alphaR)-4-Methyl-alpha-phenylbenzeneethanamine;(1R)-2-(4-methylphenyl)-1-phenylethan-1-amine

Chemical Property of (R)-alpha-Phenyl-4-methylphenethylamine

Chemical Property:

• Boiling Point: 317.8±11.0 °C(Predicted)
• PKA: 8.89±0.10(Predicted)
• PSA: 26.02000
• Density: 1.037±0.06 g/cm3(Predicted)
• LogP: 3.93780
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 211.136099547
• Heavy Atom Count: 16
• Complexity: 188

Purity/Quality:

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

(R)-1-Phenyl-2-(p-tolyl)ethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)CC(C2=CC=CC=C2)N
• Isomeric SMILES: CC1=CC=C(C=C1)C[C@H](C2=CC=CC=C2)N
• Uses: (R)-1-Phenyl-2-(p-tolyl)ethylamine is a new resolving base for Ibuprofen (I140000); a selective cyclooxygenase inhibitor (IC50=14.9uM). Ibuprofen inhibits PGH synthase-1 and PGH synthase-2 with comparable potency.

Technology Process of (R)-alpha-Phenyl-4-methylphenethylamine

There total 3 articles about (R)-alpha-Phenyl-4-methylphenethylamine 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: 58.0%

(1R,2S)-norephedrine (492-41-1,58550-13-3,757124-50-8) + phenyl p-tolylmethyl ketone O-methyloxime (111630-13-8) → (R)-1-phenyl-2-(p-tolyl)ethylamine (30339-32-3,42291-04-3)

Guidance literature:

With borane; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0040-4039(00)80059-3

Reference yield: 54.0%

1-phenyl-2-(p-tolyl)ethylamine (30275-30-0,42291-04-3) → (R)-1-phenyl-2-(p-tolyl)ethylamine (30339-32-3,42291-04-3)

Guidance literature:

With (R)-isopropylidene glycerol hemiphthalate; In water; isopropyl alcohol; at 20 ℃; for 4h; Resolution of racemate;

DOI:10.1002/anie.201301583

Reference yield: 36.0%

1-phenyl-2-(p-tolyl)ethylamine (30275-30-0,42291-04-3) → (S)-2-(4-methylphenyl)-1-phenylethylamine (30339-30-1,42291-04-3) + (R)-1-phenyl-2-(p-tolyl)ethylamine (30339-32-3,42291-04-3)

Guidance literature:

DOI:10.1016/j.tetasy.2004.08.035

upstream raw materials:

(1R,2S)-norephedrine

phenyl p-tolylmethyl ketone O-methyloxime

1-phenyl-2-(p-tolyl)ethylamine

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS". Page/Page column 45-49; 63. . Retrieved 2010/12/31.
• 2、 Pallavicini, Marco,Bolchi, Cristiano,Moroni, Barbara,Valoti, Ermanno,Piccolo, Oreste. "Resolution of 1-phenyl-2-(p-tolyl)ethylamine via diastereomeric salt formation". . p. 2247 - 2251. Retrieved 2007/10/03.