2-(2-(Benzyloxy)phenyl)benzo[d]oxazole-4-carboxylic acid

Base Information

• Chemical Name: 2-(2-(Benzyloxy)phenyl)benzo[d]oxazole-4-carboxylic acid
• CAS No.: 186501-25-7
• Molecular Formula: C21H15NO4
• Molecular Weight: 345.354
• DSSTox Substance ID: DTXSID20463178
• Nikkaji Number: J2.114.683H
• Mol file: 186501-25-7.mol

Synonyms:186501-25-7;2-(2-(Benzyloxy)phenyl)benzo[d]oxazole-4-carboxylic acid;2-[2-(benzyloxy)phenyl]-1,3-benzoxazole-4-carboxylic acid;SCHEMBL5619661;DTXSID20463178;A927344;2-(2-(Benzyloxy)phenyl)benzo[d]oxazole-4-carboxylicacid;2-(2-phenylmethoxyphenyl)-1,3-benzoxazole-4-carboxylic acid

Chemical Property of 2-(2-(Benzyloxy)phenyl)benzo[d]oxazole-4-carboxylic acid

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 345.10010796
• Heavy Atom Count: 26
• Complexity: 479

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=CC=C2C3=NC4=C(C=CC=C4O3)C(=O)O

Technology Process of 2-(2-(Benzyloxy)phenyl)benzo[d]oxazole-4-carboxylic acid

There total 11 articles about 2-(2-(Benzyloxy)phenyl)benzo[d]oxazole-4-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: 100.0%

methyl 2-(2-(benzyloxy)phenyl)benzo[d]oxazole-4-carboxylate (186501-24-6) → 2-(2-(benzyloxy)phenyl)benzo[d]oxazole-4-carboxylic acid (186501-25-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; Heating;

DOI:10.1016/j.bmcl.2004.03.095

Reference yield: 82.0%

2-(phenylmethoxy)benzaldehyde (5896-17-3) + 3-hydroxyanthranilic acid (548-93-6) → 2-(2-(benzyloxy)phenyl)benzo[d]oxazole-4-carboxylic acid (186501-25-7)

Guidance literature:

With oxygen; pyrographite; In 5,5-dimethyl-1,3-cyclohexadiene; for 3h; Heating;

DOI:10.3987/COM-11-12138

Reference yield:

2-amino-3-hydroxy-benzoic acid methyl ester (17672-21-8) → 2-(2-(benzyloxy)phenyl)benzo[d]oxazole-4-carboxylic acid (186501-25-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.30 g / pyridine / CH₂Cl₂

2: 86 percent / 5 h / 230 °C / 40 Torr

3: 84 percent / sodium hydroxide / tetrahydrofuran / 2 h / Heating

With pyridine; sodium hydroxide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2006.05.007

upstream raw materials:

methyl 2-(2-(benzyloxy)phenyl)benzo[d]oxazole-4-carboxylate

2-benzyloxybenzoic acid

2-benzyloxybenzoyl chloride

methyl 2-(benzyloxy)benzoate

Downstream raw materials:

2-(2-Benzyloxy-phenyl)-benzooxazole-4-carbonyl chloride

methyl 3-hydroxy-2-{[2-(benzyloxyphenyl)-1,3-benzoxazol-4-yl]carbonyl}aminobenzoate

methyl 2-amino-3-{[2-(2-benzyloxyphenyl)-1,3-benzoxazol-4-yl]carbonyl}aminobenzoate

2-(2-benzyloxy-phenyl)-benzooxazole-4-carboxylic acid (2-hydroxy-phenyl)-amide