3-(t-Butyldimethylsilyloxy)-4-methoxyphenylboronic

Base Information

• Chemical Name: 3-(t-Butyldimethylsilyloxy)-4-methoxyphenylboronic
• CAS No.: 900152-53-6
• Molecular Formula: C13H23BO4Si
• Molecular Weight: 282.22
• Hs Code.: 2931900090
• Mol file: 900152-53-6.mol

Synonyms:3-(t-Butyldimethylsilyloxy)-4-methoxyphenylboronic;3-(t-Butyldimethylsilyloxy)-4-methoxyphenylboronic acid;3-(tert-butyldimethylsilyloxy)-4-methoxyphenylboronic acid

Chemical Property of 3-(t-Butyldimethylsilyloxy)-4-methoxyphenylboronic

Chemical Property:

• PSA: 58.92000
• LogP: 1.75900

Purity/Quality:

97% ^*data from raw suppliers

3-(t-Butyldimethylsilyloxy)-4-methoxyphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(t-Butyldimethylsilyloxy)-4-methoxyphenylboronic

There total 5 articles about 3-(t-Butyldimethylsilyloxy)-4-methoxyphenylboronic 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: 66.0%

Triisopropyl borate (5419-55-6) + 5-Bromo-1-(tert-butyldimethylsilyloxy)-2-methoxybenzene (177329-71-4) → [3-[tert-butyl(dimethyl)silyl]oxy-4-methoxyphenyl]boronic acid (900152-53-6)

Guidance literature:

5-Bromo-1-(tert-butyldimethylsilyloxy)-2-methoxybenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.333333h;

Triisopropyl borate; In tetrahydrofuran; at -78 - -20 ℃; for 4h;

Reference yield:

5-bromo-2-methoxyphenol (37942-01-1) → [3-[tert-butyl(dimethyl)silyl]oxy-4-methoxyphenyl]boronic acid (900152-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C

2.2: 4 h / -78 - -20 °C

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

Reference yield:

5-bromo-2-methoxybenzaldehyde (25016-01-7) → [3-[tert-butyl(dimethyl)silyl]oxy-4-methoxyphenyl]boronic acid (900152-53-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 0 °C

2.1: sodium hydroxide / methanol; water / 0 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C

4.2: 4 h / -78 - -20 °C

With 1H-imidazole; n-butyllithium; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

5-bromo-2-methoxyphenol

5-bromo-2-methoxybenzaldehyde

Triisopropyl borate

5-Bromo-1-(tert-butyldimethylsilyloxy)-2-methoxybenzene

Downstream raw materials:

volubolin

6-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-7-methoxy-2H-1-benzopyran-2-one

3'-hydroxy-4',5,7-trimethoxy-4-phenyl-2H-1-benzopyran-2-one