Benzyl 3,5-bis(benzyloxy)-4-bromobenzoate

Base Information

• Chemical Name: Benzyl 3,5-bis(benzyloxy)-4-bromobenzoate
• CAS No.: 158585-09-2
• Molecular Formula: C₂₈H₂₃BrO₄
• Molecular Weight: 503.392
• DSSTox Substance ID: DTXSID00434765
• Nikkaji Number: J1.180.639B
• Wikidata: Q82249266
• Mol file: 158585-09-2.mol

Synonyms:Benzyl 3,5-bis(benzyloxy)-4-bromobenzoate;158585-09-2;SCHEMBL289420;DTXSID00434765;ZLYHJNXGDMKIEH-UHFFFAOYSA-N;Benzyl3,5-bis(benzyloxy)-4-bromobenzoate;FT-0714480;3,5-Bis(benzyloxy)-4-bromobenzoic acid benzyl ester;3,5-Bis-benzyloxy-4-bromo-benzoic acid benzyl ester

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

Chemical Property:

• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 502.07797
• Heavy Atom Count: 33
• Complexity: 534

Purity/Quality:

98%min ^*data from raw suppliers

Benzyl3,5-bis(benzyloxy)-4-bromobenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC(=CC(=C2Br)OCC3=CC=CC=C3)C(=O)OCC4=CC=CC=C4

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

There total 1 articles about Benzyl 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: 96.0%

3,5-dihydroxy-4-bromobenzoic acid (16534-12-6) + benzyl bromide (100-39-0) → benzyl 4-bromo-3,5-bis(benzyloxy)benzoate (158585-09-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 4h;

DOI:10.1021/ja00097a072

Reference yield: 100.0%

benzyl 4-bromo-3,5-bis(benzyloxy)benzoate (158585-09-2) → [3,5-bis(benzyloxy)-4-bromophenyl]methanol (158585-10-5)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 - 0 ℃; for 1h;

DOI:10.1021/ja00097a072

Reference yield: 93.0%

benzyl 4-bromo-3,5-bis(benzyloxy)benzoate (158585-09-2) + potassium vinyltrifluoroborate → benzyl 3,5-bis(benzyloxy)-4-vinylbenzoate

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In tetrahydrofuran; water; at 150 ℃; for 0.5h; under 7757.43 - 9050.33 Torr; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.tetlet.2010.10.087

upstream raw materials:

3,5-dihydroxy-4-bromobenzoic acid

benzyl bromide

Downstream raw materials:

[3,5-bis(benzyloxy)-4-bromophenyl]methanol

(3,5-di-benzyloxy)benzoic acid benzyl ester

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

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