alpha-Methyl-4-biphenylacetic acid

Base Information

• Chemical Name: alpha-Methyl-4-biphenylacetic acid
• CAS No.: 6341-72-6
• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.275
• Hs Code.: 2916399000
• NSC Number: 16300
• UNII: V55W126F9Y
• DSSTox Substance ID: DTXSID901286408
• Nikkaji Number: J70.022C
• Wikidata: Q27291544
• Pharos Ligand ID: XFGX2NHACC96
• ChEMBL ID: CHEMBL317434
• Mol file: 6341-72-6.mol

Synonyms:Boc-Phe-Pro-Arg-H;BPPA;butyloxycarbonyl-phenylalanyl-prolyl-arginine

Chemical Property of alpha-Methyl-4-biphenylacetic acid

Chemical Property:

• Vapor Pressure: 1E-06mmHg at 25°C
• Melting Point: 168-169 °C
• Boiling Point: 388.3°C at 760 mmHg
• PKA: 4.34±0.10(Predicted)
• Flash Point: 285.1°C
• PSA: 37.30000
• Density: 1.134g/cm³
• LogP: 3.54170
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 226.099379685
• Heavy Atom Count: 17
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

Biprofen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)C2=CC=CC=C2)C(=O)O
• Uses: A metabolite of Isopropylbiphenyl, a COX-2 selective inhibitor. Also an impurity of Flurbiprofen (F598700).

Technology Process of alpha-Methyl-4-biphenylacetic acid

There total 58 articles about alpha-Methyl-4-biphenylacetic acid 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: 93.0%

sulfonic acid + (4-biphenylyl)acetic acid (5728-52-9) + methyl iodide (74-88-4) → 2-(4-biphenylyl)propanoic acid (6341-72-6,10516-54-8,10532-14-6,92937-21-8)

Guidance literature:

With n-butyllithium; diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; water;

Reference yield: 89.0%

carbon dioxide (124-38-9,18923-20-1) + 4-ethylbiphenyl (5707-44-8) → 2-(4-biphenylyl)propanoic acid (6341-72-6,10516-54-8,10532-14-6,92937-21-8)

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; triisopropylsilanethiol; In N,N-dimethyl-formamide; at 0 ℃; for 24h; under 3040.2 Torr; Irradiation; Sealed tube;

DOI:10.1021/jacs.9b05360

Reference yield: 88.0%

formic acid (64-18-6) + p-vinylbiphenyl (2350-89-2) → 2-(4-biphenylyl)propanoic acid (6341-72-6,10516-54-8,10532-14-6,92937-21-8)

Guidance literature:

With palladium diacetate; acetic anhydride; tris(para-trifluoromethyl)phenyl phosphine; In toluene; at 65 ℃; for 48h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.7b00507

upstream raw materials:

α-hydroxy-α-methylbiphenyl-4-acetic acid

Methyl 2-(4'-biphenylyl)propanoate

1-Biphenyl-4-yl-2-phenylselanyl-propan-1-ol

α-chloro-4-phenylpropiophenone

Downstream raw materials:

2-biphenyl-4-yl-propionic acid-(2-piperidino-ethyl ester)

methyl 2,3,4-tri-O-acetyl-1-O-{(2R)-2-(4-biphenylyl)}propionyl-β-D-glucopyranuronate

2-([1,1'-biphenyl]-4-yl)-2-methylpropanoic acid

biphenyl-4-acetaldehyde