1,3-Bis(benzyloxy)-5-broMobenzene

Base Information

• Chemical Name: 1,3-Bis(benzyloxy)-5-broMobenzene
• CAS No.: 128924-04-9
• Molecular Formula: C₂₀H₁₇BrO₂
• Molecular Weight: 369.258
• Mol file: 128924-04-9.mol

Synonyms:(((5-bromo-1,3-phenylene)bis(oxy))bis(methylene))dibenzene

Chemical Property of 1,3-Bis(benzyloxy)-5-broMobenzene

Chemical Property:

• Solubility.: DCM, Ethyl Acetate

Purity/Quality:

99% ^*data from raw suppliers

1-Bromo-3,5-bis(phenylmethoxy)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 1-Bromo-3,5-bis(phenylmethoxy)benzene is an intermediate in the synthesis of antibiotic (3R,4S)-(-)-Citrinin (C523500).

Technology Process of 1,3-Bis(benzyloxy)-5-broMobenzene

There total 7 articles about 1,3-Bis(benzyloxy)-5-broMobenzene 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: 94.0%

5-bromoresorcinol (106120-04-1) + benzyl bromide (100-39-0) → (((5-bromo-1,3-phenylene)bis(oxy))bis(methylene))dibenzene (128924-04-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 16h; Temperature;

Reference yield: 91.0%

3,5-difluorobromobenzene (461-96-1) + benzyl alcohol (100-51-6,185532-71-2) → (((5-bromo-1,3-phenylene)bis(oxy))bis(methylene))dibenzene (128924-04-9)

Guidance literature:

benzyl alcohol; With sodium hydride; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 1.83333h; Cooling with ice; Inert atmosphere;

3,5-difluorobromobenzene; In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 2.16667h; Cooling with ice; Inert atmosphere;

DOI:10.1021/ja1065202

Reference yield: 86.0%

1-(benzyloxy)-3-bromo-5-nitrobenzene (128923-99-9) + benzyl alcohol (100-51-6,185532-71-2) → (((5-bromo-1,3-phenylene)bis(oxy))bis(methylene))dibenzene (128924-04-9)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; In various solvent(s); at 50 ℃; for 24h;

upstream raw materials:

5-bromoresorcinol

benzyl bromide

1-(benzyloxy)-3-bromo-5-nitrobenzene

benzyl alcohol

Downstream raw materials:

(R)-1-(3,5-bis(benzyloxy)phenyl)-3-((triisopropylsilyl)oxy)propan-2-ol

(((5-vinyl-1,3-phenylene)bis(oxy))bis(methylene))dibenzene

Refernces

• 1、 Hu, Nvdan,Kong, Wenlong,Li, Shengkun,Song, Baoan,Wang, Xia. "Facile and divergent optimization of chromazonarol enabled the identification of simplified drimane meroterpenoids as novel pharmaceutical leads". supporting information. . Retrieved 2021/10/16.
• 2、 Crowley, Vincent M.,Huard, Dustin J. E.,Lieberman, Raquel L.,Blagg, Brian S. J.. "Second Generation Grp94-Selective Inhibitors Provide Opportunities for the Inhibition of Metastatic Cancer". supporting information. p. 15775 - 15782. Retrieved 2017/11/14.