4-tert-butyl-dimethylsilyloxyphenylboronic acid anhydride

Base Information

• Chemical Name: 4-tert-butyl-dimethylsilyloxyphenylboronic acid anhydride
• CAS No.: 123088-32-4
• Molecular Formula: C₂₄H₄₀B₂O₅Si₂
• Molecular Weight: 486.372
• Mol file: 123088-32-4.mol

Synonyms:4-tert-butyl-dimethylsilyloxyphenylboronic acid anhydride

Chemical Property of 4-tert-butyl-dimethylsilyloxyphenylboronic acid anhydride

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-tert-butyl-dimethylsilyloxyphenylboronic acid anhydride

There total 2 articles about 4-tert-butyl-dimethylsilyloxyphenylboronic acid anhydride 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: 65.0%

t-butyldimethylsilyl-4-bromophenol (67963-68-2) → 4-tert-butyl-dimethylsilyloxyphenylboronic acid anhydride (123088-32-4)

Guidance literature:

t-butyldimethylsilyl-4-bromophenol; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

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

With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; for 0.0833333h;

DOI:10.1016/S0968-0896(03)00303-1

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 4-tert-butyl-dimethylsilyloxyphenylboronic acid anhydride (123088-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / imidazole / dimethylformamide / 20 °C

2.1: n-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: triisopropyl borate / tetrahydrofuran / -78 - 20 °C

2.3: 65 percent / HCl / tetrahydrofuran; H₂O / 0.08 h / 0 °C

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(03)00303-1

Reference yield: 94.0%

1-bromo-2,6-dichlorobenzene (19393-92-1) + 4-tert-butyl-dimethylsilyloxyphenylboronic acid anhydride (123088-32-4) → 2,6-dichloro-4'-biphenylol (79881-33-7)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 95 ℃;

DOI:10.1016/S0968-0896(03)00303-1

upstream raw materials:

t-butyldimethylsilyl-4-bromophenol

tert-butyldimethylsilyl chloride

Downstream raw materials:

2,6-dichloro-4'-biphenylol

Biphenyl-3,4'-diol

4-[2-(trifluoromethyl)phenyl]phenol

4-Cyano-4'-hydroxybiphenyl

Refernces