3,5-Bis(benzyloxy)-4-bromobenzoic acid

Base Information

• Chemical Name: 3,5-Bis(benzyloxy)-4-bromobenzoic acid
• CAS No.: 177956-45-5
• Molecular Formula: C21H17BrO4
• Molecular Weight: 413.268
• DSSTox Substance ID: DTXSID90434390
• Wikidata: Q82248798
• Mol file: 177956-45-5.mol

Synonyms:3,5-Bis(benzyloxy)-4-bromobenzoic acid;177956-45-5;3,5-Bis-benzyloxy-4-bromobenzoic acid;4-bromo-3,5-bis(phenylmethoxy)benzoic Acid;3,5-Bis-benzyloxy-4-bromo-benzoic acid;SCHEMBL642448;DTXSID90434390;JCAIWNXWTXXJAE-UHFFFAOYSA-N;3,5-Bis(benzyloxy)-4-bromobenzoicacid;A905881;A1-03851

Chemical Property of 3,5-Bis(benzyloxy)-4-bromobenzoic acid

Chemical Property:

• XLogP3: 5.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 412.03102
• Heavy Atom Count: 26
• Complexity: 400

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(=C2Br)OCC3=CC=CC=C3)C(=O)O

Technology Process of 3,5-Bis(benzyloxy)-4-bromobenzoic acid

There total 1 articles about 3,5-Bis(benzyloxy)-4-bromobenzoic 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:

3,5-dihydroxy-4-bromobenzoic acid (16534-12-6) → 4-bromo-3,5-bis(benzyloxy)benzoic acid (177956-45-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / K₂CO₃ / dimethylformamide / 20 h / Ambient temperature

2: 95 percent / NaOH / H₂O / 12 h / 100 °C

With sodium hydroxide; potassium carbonate; In water; N,N-dimethyl-formamide;

DOI:10.1021/jo952280k

Reference yield: 99.0%

4-bromo-3,5-bis(benzyloxy)benzoic acid (177956-45-5) + tert-butyl alcohol (75-65-0) → 3,5-dibenzyloxy-4-bromobenzoic acid tert-butyl ester (158980-57-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 40 ℃; for 60h;

DOI:10.1021/jo952280k

Reference yield: 91.0%

potassium tert-butylate (865-47-4) + 4-bromo-3,5-bis(benzyloxy)benzoic acid (177956-45-5) → 3,5-dibenzyloxy-4-bromobenzoic acid tert-butyl ester (158980-57-5)

Guidance literature:

With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 50 ℃; for 2.33333h;

DOI:10.1039/c4md00027g

upstream raw materials:

3,5-dihydroxy-4-bromobenzoic acid

Downstream raw materials:

3,5-dibenzyloxy-4-bromobenzoic acid tert-butyl ester

2,6-bis(benzyloxy)-4-<(1,1-dimethylethoxy)carbonyl>benzoic acid

3,5-Bis-benzyloxy-4-chlorocarbonyl-benzoic acid tert-butyl ester

1,1-dimethylethyl 3,5-bis(benzyloxy)-4-<6-(benzyloxy)-2-(hydroxymethyl)benzoyl>benzoate