4-BroMo-1,2-bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]benzene

Base Information

• Chemical Name: 4-BroMo-1,2-bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]benzene
• CAS No.: 1108192-19-3
• Molecular Formula: C₁₈H₃₃BrO₂Si₂
• Molecular Weight: 417.534
• Mol file: 1108192-19-3.mol

Synonyms:

Chemical Property of 4-BroMo-1,2-bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]benzene

Chemical Property:

• Solubility.: DCM

Purity/Quality:

4-Bromo-1,2-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 4-Bromo-1,2-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]benzene is an intermediate in the synthesis of metabolite of (-)-Epicatechin (E582260).

Technology Process of 4-BroMo-1,2-bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]benzene

There total 4 articles about 4-BroMo-1,2-bis[[(1,1-diMethylethyl)diMethylsilyl]oxy]benzene 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: 84.0%

1-bromo-3,4-dihydroxybenzene (17345-77-6) + tert-butyldimethylsilyl chloride (18162-48-6) → ((4-bromo-1,2-phenylene)bis(oxy))bis(tert-butyldimethylsilane) (1108192-19-3)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.ejmech.2009.01.002

Reference yield:

4-Bromoveratrole (2859-78-1) → ((4-bromo-1,2-phenylene)bis(oxy))bis(tert-butyldimethylsilane) (1108192-19-3)

Guidance literature:

Multi-step reaction with 2 steps

1: BBr₃ / CH₂Cl₂ / -78 - 20 °C

2: TEA / 1,2-dichloro-ethane / Heating

With TEA; boron tribromide; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1002/adsc.200505173

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + tert-butyldimethylsilyl chloride (18162-48-6) → ((4-bromo-1,2-phenylene)bis(oxy))bis(tert-butyldimethylsilane) (1108192-19-3)

Guidance literature:

benzene-1,2-diol; With N-Bromosuccinimide; tetrafluoroboric acid; In diethyl ether;

tert-butyldimethylsilyl chloride; With 1H-imidazole;

DOI:10.1021/tx200365r

upstream raw materials:

1-bromo-3,4-dihydroxybenzene

tert-butyldimethylsilyl chloride

4-Bromoveratrole

benzene-1,2-diol

Downstream raw materials:

8-(3'',4''-dihydroxyphenyl)-2'-deoxyguanosine

Refernces

• 1、 Schr?der, Peter,F?rster, Tim,Kleine, Stefan,Becker, Christian,Richters, André,Ziegler, Slava,Rauh, Daniel,Kumar, Kamal,Waldmann, Herbert. "Neuritogenic Militarinone-Inspired 4-Hydroxypyridones Target the Stress Pathway Kinase MAP4K4". . p. 12398 - 12403. Retrieved 2015.
• 2、 Witham, Aaron A.,Beach, Daniel G.,Gabryelski, Wojciech,Manderville, Richard A.. "Hydroxyl radical-induced oxidation of a phenolic c-linked 2′-deoxyguanosine adduct yields a reactive catechol". scheme or table. p. 315 - 325. Retrieved 2012/06/30.