4'-(Benzyloxy)[1,1'-biphenyl]-2-carboxylic acid

Base Information

• Chemical Name: 4'-(Benzyloxy)[1,1'-biphenyl]-2-carboxylic acid
• CAS No.: 167627-28-3
• Molecular Formula: C₂₀H₁₆O₃
• Molecular Weight: 304.345
• DSSTox Substance ID: DTXSID40602441
• Wikidata: Q82499521
• Mol file: 167627-28-3.mol

Synonyms:167627-28-3;4'-(Benzyloxy)[1,1'-biphenyl]-2-carboxylic acid;4'-(Benzyloxy)-[1,1'-biphenyl]-2-carboxylic acid;2-(4-Benzyloxyphenyl)benzoic acid;SCHEMBL6799282;DTXSID40602441;MFCD06802255;2-(4-phenylmethoxyphenyl)benzoic acid;AKOS004116271;HS-7267;2-(4-Benzyloxyphenyl)benzoic acid, 95%

Chemical Property of 4'-(Benzyloxy)[1,1'-biphenyl]-2-carboxylic acid

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 304.109944368
• Heavy Atom Count: 23
• Complexity: 367

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)C3=CC=CC=C3C(=O)O

Technology Process of 4'-(Benzyloxy)[1,1'-biphenyl]-2-carboxylic acid

There total 3 articles about 4'-(Benzyloxy)[1,1'-biphenyl]-2-carboxylic 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:

C21H18O3 (893736-49-7) → 4'-(benzyloxy)-[1,1'-biphenyl]-2-carboxylic acid (167627-28-3)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 80 ℃;

DOI:10.1002/chem.201303511

Reference yield:

o-iodo-methyl-benzoic acid (610-97-9) → 4'-(benzyloxy)-[1,1'-biphenyl]-2-carboxylic acid (167627-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / tetrahydrofuran; water / 20 - 80 °C / Schlenk technique; Inert atmosphere

2: sodium hydroxide; water / tetrahydrofuran / 80 °C

With bis-triphenylphosphine-palladium(II) chloride; water; sodium carbonate; sodium hydroxide; In tetrahydrofuran; water; 1: |Suzuki Coupling;

DOI:10.1002/chem.201303511

Reference yield:

[4-(benzyloxy)phenyl]boronic acid (146631-00-7) → 4'-(benzyloxy)-[1,1'-biphenyl]-2-carboxylic acid (167627-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / tetrahydrofuran; water / 20 - 80 °C / Schlenk technique; Inert atmosphere

2: sodium hydroxide; water / tetrahydrofuran / 80 °C

With bis-triphenylphosphine-palladium(II) chloride; water; sodium carbonate; sodium hydroxide; In tetrahydrofuran; water; 1: |Suzuki Coupling;

DOI:10.1002/chem.201303511

upstream raw materials:

C₂₁H₁₈O₃

o-iodo-methyl-benzoic acid

[4-(benzyloxy)phenyl]boronic acid

Downstream raw materials:

2-(benzyloxy)-9H-fluoren-9-one

4-benzyloxy-2'-[(4-{(tert-butoxycarbonyl)[2-(2-pyridinyl)ethyl]amino}anilino)carbonyl]-1,1'-biphenyl