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

Base Information

• Chemical Name: 3,5-Bis(benzyloxy)benzoic acid benzyl ester
• CAS No.: 50513-72-9
• Molecular Formula: C28H24O4
• Molecular Weight: 424.496
• Mol file: 50513-72-9.mol

Synonyms:3,5-Dibenzyloxybenzoic acid,benzyl ester;Benzyl 3,5-dibenzyloxybenzoate;

Chemical Property of 3,5-Bis(benzyloxy)benzoic acid benzyl ester

Chemical Property:

• Melting Point: 49-51 °C
• Boiling Point: 594.0±45.0 °C(Predicted)
• PSA: 44.76000
• Density: 1.187±0.06 g/cm3(Predicted)
• LogP: 6.20160

Purity/Quality:

>95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,5-Bis(benzyloxy)benzoic acid benzyl ester

There total 4 articles about 3,5-Bis(benzyloxy)benzoic acid benzyl ester 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%

3,5-Dihydroxybenzoic acid (99-10-5) + benzyl bromide (100-39-0) → (3,5-di-benzyloxy)benzoic acid benzyl ester (50513-72-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.04.104

Reference yield: 97.0%

3,5-Dihydroxybenzoic acid (99-10-5) + benzyl chloride (100-44-7) → (3,5-di-benzyloxy)benzoic acid benzyl ester (50513-72-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 12h; Heating;

DOI:10.1246/bcsj.56.1889

Reference yield:

benzyl 4-bromo-3,5-bis(benzyloxy)benzoate (158585-09-2) + potassium vinyltrifluoroborate → benzyl 3,5-bis(benzyloxy)-4-vinylbenzoate + (3,5-di-benzyloxy)benzoic acid benzyl ester (50513-72-9)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In tetrahydrofuran; water; at 85 - 90 ℃; for 48h; Further Variations:; Reagents; Solvents; Product distribution;

DOI:10.1016/j.tetlet.2006.06.083

upstream raw materials:

3,5-Dihydroxybenzoic acid

benzyl bromide

benzyl chloride

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

Downstream raw materials:

1-(3,5-Dibenzyloxyphenyl)-2-methylsulfonyl-1-ethanon

3,5-dibenzyloxyphenylacetic acid

3,5-dibenzyloxylbenzoyl chloride

(S)-4-Benzyl-3-[2-(3,5-bis-benzyloxy-phenyl)-acetyl]-oxazolidin-2-one

Refernces

• 1、 Kitamura, Kei,Kanagawa, Hinano,Ozakai, Chiharu,Nishimura, Taichi,Tokuda, Hayato,Tsunoda, Tetsuto,Kaku, Hiroto. "Synthesis of the Common Monomeric Unit of Uroleuconaphins and Viridaphins via Hauser-Kraus Annulation". . p. 1629 - 1635. Retrieved 2021/01/25.
• 2、 Kinney, William A.,McDonnell, Mark E.,Zhong, Hua Marlon,Liu, Chaomin,Yang, Lanyi,Ling, Wei,Qian, Tao,Chen, Yu,Cai, Zhijie,Petkanas, Dean,Brenneman, Douglas E.. "Discovery of KLS-13019, a Cannabidiol-Derived Neuroprotective Agent, with Improved Potency, Safety, and Permeability". supporting information. p. 424 - 428. Retrieved 2016/05/19.