4-Difluoromethoxyphenylboronic acid pinacol ester

Base Information

• Chemical Name: 4-Difluoromethoxyphenylboronic acid pinacol ester
• CAS No.: 887757-48-4
• Molecular Formula: C13H17BF2O3
• Molecular Weight: 270.084
• Hs Code.: 2934999090
• Mol file: 887757-48-4.mol

Synonyms:2-[4-(Difluoromethoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;

Chemical Property of 4-Difluoromethoxyphenylboronic acid pinacol ester

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.467
• Boiling Point: 319.269 °C at 760 mmHg
• Flash Point: 146.889 °C
• PSA: 27.69000
• Density: 1.134 g/cm³
• LogP: 2.58720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-Difluoromethoxyphenylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Difluoromethoxyphenylboronic acid pinacol ester

There total 11 articles about 4-Difluoromethoxyphenylboronic acid pinacol ester 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: 90.0%

1-bromo-4-(difluoromethoxy)benzene (5905-69-1) + bis(pinacol)diborane (73183-34-3) → 2-(4-(difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (887757-48-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; In 1,2-dimethoxyethane; at 88 ℃; for 6h; Inert atmosphere;

DOI:10.1021/acs.oprd.8b00043

Reference yield: 88.0%

1-(difluoromethoxy)-4-iodobenzene (128140-82-9) + bis(pinacol)diborane (73183-34-3) → 2-(4-(difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (887757-48-4)

Guidance literature:

With 10H-phenothiazine; caesium carbonate; In acetonitrile; for 24h; Irradiation; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.9b12519

Reference yield: 72.0%

4-difluoromethoxyaniline (22236-10-8) + bis(pinacol)diborane (73183-34-3) + methyl trifluoromethanesulfonate (333-27-7) → 2-(4-(difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (887757-48-4)

Guidance literature:

4-difluoromethoxyaniline; methyl trifluoromethanesulfonate; With caesium carbonate; In acetonitrile; at 20 ℃; for 0.333333h;

bis(pinacol)diborane; With 10H-phenothiazine; caesium carbonate; In acetonitrile; for 18h; Irradiation; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.9b12519

upstream raw materials:

1-bromo-4-(difluoromethoxy)benzene

bis(pinacol)diborane

n-butyllithium

Triisopropyl borate

Downstream raw materials:

1-(5-(4-(Difluoromethoxy)phenyl)pyrazin-2-yl)-2-(2,4-difluorophenyl)-1,1-difluoro-3-(1H-tetrazol-1-yl)propan-2-ol

C₁₅H₁₂F₄N₂O₃

C₁₉H₁₀F₆N₂O₂

C₂₀H₁₂F₆N₂O₂

Refernces

• 1、 Wu, Jie,Wang, Zengwei,Chen, Xiao-Yue,Wu, Yichen,Wang, Daoming,Peng, Qian,Wang, Peng. "Para-selective borylation of monosubstituted benzenes using a transient mediator". . p. 336 - 340. Retrieved 2019/12/09.
• 2、 Yang, Yiqing,Cao, Lin,Gao, Hongying,Wu, Yue,Wang, Yaxin,Fang, Fang,Lan, Tianlong,Lou, Zhiyong,Rao, Yu. "Discovery, Optimization, and Target Identification of Novel Potent Broad-Spectrum Antiviral Inhibitors". . p. 4056 - 4073. Retrieved 2019/05/06.