4-(t-Butyldimethylsilyloxy)-2,3-difluorophenylboronic acid

Base Information

• Chemical Name: 4-(t-Butyldimethylsilyloxy)-2,3-difluorophenylboronic acid
• CAS No.: 870646-83-6
• Molecular Formula: C12H19BF2O3Si
• Molecular Weight: 288.17100
• Hs Code.: 2931900090
• Mol file: 870646-83-6.mol

Synonyms:I04-2001;A-3016;4-tert-butyldimethylsilyloxy-2,3-difluorophenylboronic acid;4-(t-Butyldimethylsilyloxy)-2,3-difluorophenylboronic acid;

Chemical Property of 4-(t-Butyldimethylsilyloxy)-2,3-difluorophenylboronic acid

Chemical Property:

• PSA: 49.69000
• LogP: 2.02860

Purity/Quality:

97% ^*data from raw suppliers

4-(t-Butyldimethylsilyloxy)-2,3-difluorophenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(t-Butyldimethylsilyloxy)-2,3-difluorophenylboronic acid

There total 6 articles about 4-(t-Butyldimethylsilyloxy)-2,3-difluorophenylboronic 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:

2,3-difluoro-(tert-butyldimethylsilyloxy)benzene (870646-82-5) + Trimethyl borate (121-43-7,63156-11-6) + water (7732-18-5) → 4-tert-butyldimethylsilyloxy-2,3-difluorophenylboronic acid (870646-83-6)

Guidance literature:

2,3-difluoro-(tert-butyldimethylsilyloxy)benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 0.75h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; hexane; at -70 ℃; for 0.5h; Inert atmosphere;

water; With hydrogenchloride; pH=6;

Reference yield:

C14H23BF2O3Si → 4-tert-butyldimethylsilyloxy-2,3-difluorophenylboronic acid (870646-83-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/ja0549594

Reference yield:

2,3-difluoro-(tert-butyldimethylsilyloxy)benzene (870646-82-5) → 4-tert-butyldimethylsilyloxy-2,3-difluorophenylboronic acid (870646-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 2.5 h / -78 °C

1.2: tetrahydrofuran / -78 - 20 °C

2.1: 8.18 g / aq. HCl / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; n-butyllithium; In tetrahydrofuran;

DOI:10.1021/ja0549594

upstream raw materials:

2,3-difluoro-(tert-butyldimethylsilyloxy)benzene

2,3-difluorophenol

tert-butyldimethylsilyl chloride

Trimethyl borate

Downstream raw materials:

2-{2-[2-(2-{2,3-difluoro-4-[4-(4-hexyloxyphenyl)phenyl]phenoxy}ethoxy)ethoxy]ethoxy}ethanol monomethacrylate