tert-Butyl 3,5-bis(benzyloxy)-4-bromobenzoate

Base Information

• Chemical Name: tert-Butyl 3,5-bis(benzyloxy)-4-bromobenzoate
• CAS No.: 158980-57-5
• Molecular Formula: C25H25BrO4
• Molecular Weight: 469.375
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID40439133
• Nikkaji Number: J1.180.642B
• Wikidata: Q82255025
• Mol file: 158980-57-5.mol

Synonyms:158980-57-5;tert-Butyl 3,5-bis(benzyloxy)-4-bromobenzoate;Tert-butyl 4-bromo-3,5-bis(phenylmethoxy)benzoate;3,5-Bis-benzyloxy-4-bromobenzoic acid tert-butyl ester;3,5-Bis-benzyloxy-4-bromo-benzoic acid tert-butyl ester;SCHEMBL644658;DTXSID40439133;FQDGKFPDOHUYRP-UHFFFAOYSA-N;tert-Butyl3,5-bis(benzyloxy)-4-bromobenzoate;A1-03852;3,5-Bis(benzyloxy)-4-bromobenzoic acid tert-butyl ester

Chemical Property of tert-Butyl 3,5-bis(benzyloxy)-4-bromobenzoate

Chemical Property:

• PSA: 44.76000
• LogP: 6.56240
• Storage Temp.: 2-8°C
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 468.09362
• Heavy Atom Count: 30
• Complexity: 488

Purity/Quality:

99% ^*data from raw suppliers

3,5-Bis-benzyloxy-4-bromobenzoic acid tert-butyl ester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1=CC(=C(C(=C1)OCC2=CC=CC=C2)Br)OCC3=CC=CC=C3

Technology Process of tert-Butyl 3,5-bis(benzyloxy)-4-bromobenzoate

There total 4 articles about tert-Butyl 3,5-bis(benzyloxy)-4-bromobenzoate 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: 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

Reference yield:

benzyl 4-bromo-3,5-bis(benzyloxy)benzoate (158585-09-2) → 3,5-dibenzyloxy-4-bromobenzoic acid tert-butyl ester (158980-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / NaOH / H₂O / 12 h / 100 °C

2: 99 percent / CDI, DBU / dimethylformamide / 60 h / 40 °C

With sodium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole; In water; N,N-dimethyl-formamide;

DOI:10.1021/jo952280k

upstream raw materials:

4-bromo-3,5-bis(benzyloxy)benzoic acid

tert-butyl alcohol

3,5-dihydroxy-4-bromobenzoic acid

benzyl 4-bromo-3,5-bis(benzyloxy)benzoate

Downstream raw materials:

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

2-(2,6-bis-benzyloxy-4-tert-butoxycarbonyl-benzoyl)-nicotinic 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