3,5-bis(tert-butyldimethylsilyloxy)phenylboronic acid

Base Information

• Chemical Name: 3,5-bis(tert-butyldimethylsilyloxy)phenylboronic acid
• CAS No.: 350035-52-8
• Molecular Formula: C18H35BO4Si2
• Molecular Weight: 382.455
• Mol file: 350035-52-8.mol

Synonyms:

Chemical Property of 3,5-bis(tert-butyldimethylsilyloxy)phenylboronic acid

Chemical Property:

• PSA: 58.92000
• LogP: 4.13440

Purity/Quality:

97% ^*data from raw suppliers

3,5-Bis(tert-butyldimethylsilyloxy)phenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3,5-bis(tert-butyldimethylsilyloxy)phenylboronic acid

There total 9 articles about 3,5-bis(tert-butyldimethylsilyloxy)phenylboronic acid 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: 95.0%

Triisopropyl borate (5419-55-6) + 5-bromoresorcinol (106120-04-1) + tert-butyldimethylsilyl chloride (18162-48-6) → (3,5-bis((tert-butyldimethylsilyl)oxy)phenyl)boronic acid (350035-52-8)

Guidance literature:

5-bromoresorcinol; tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 25 ℃; for 12h; Inert atmosphere;

Triisopropyl borate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

DOI:10.1021/jacs.6b11804

Reference yield: 36.0%

1,3-bis-(tert-butyldimethylsilyloxy)-5-iodobenzene (812640-47-4) → (3,5-bis((tert-butyldimethylsilyl)oxy)phenyl)boronic acid (350035-52-8)

Guidance literature:

1,3-bis-(tert-butyldimethylsilyloxy)-5-iodobenzene; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃;

With Triisopropyl borate; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/ja0294515

Reference yield:

((5-bromo-1,3-phenylene)bis(oxy))bis(tert-butyldimethylsilane) (181225-39-8) → (3,5-bis((tert-butyldimethylsilyl)oxy)phenyl)boronic acid (350035-52-8)

Guidance literature:

((5-bromo-1,3-phenylene)bis(oxy))bis(tert-butyldimethylsilane); With tert.-butyl lithium; In pentane; at -78 ℃; for 0.25h;

With Trimethyl borate; In pentane; at -78 - 20 ℃; for 8h;

With ammonium chloride; Further stages.;

DOI:10.1021/ol016064b

upstream raw materials:

((5-bromo-1,3-phenylene)bis(oxy))bis(tert-butyldimethylsilane)

1,3-bis-(tert-butyldimethylsilyloxy)-5-iodobenzene

1-iodo-3,5-dimethoxybenzene

5-iodoresorcinol

Downstream raw materials:

C₃₀H₄₄N₂O₄Si₂

(6-butoxy-3',5'-bis-(3-butoxy-5-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-benzyloxy)-2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-biphenyl-4-yl)-methanol

4-bromomethyl-6-butoxy-3',5'-bis-(3-butoxy-5-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-benzyloxy)-2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-biphenyl

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