5-METHOXYTHIOPHENE-2-BORONIC ACID PINACOL ESTER

Base Information

• Chemical Name: 5-METHOXYTHIOPHENE-2-BORONIC ACID PINACOL ESTER
• CAS No.: 596819-12-4
• Molecular Formula: C11H17BO3S
• Molecular Weight: 240.131
• Hs Code.: 2934999090
• Mol file: 596819-12-4.mol

Synonyms:2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;5-Methoxythiophene-2-boronic acid pinacol ester;

Chemical Property of 5-METHOXYTHIOPHENE-2-BORONIC ACID PINACOL ESTER

Chemical Property:

• Boiling Point: 332.7 °C at 760 mmHg
• Flash Point: 155 °C
• PSA: 55.93000
• Density: 1.1 g/cm³
• LogP: 2.05590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

2-(5-Methoxy-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-Dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-(5-Methoxy-2-thienyl)-4,4,5,5-tetramethyl-1,3,2-Dioxaborolane is used in the synthesis of serine protease inhibitors for treatment of viral infection, primarily HCV.

Technology Process of 5-METHOXYTHIOPHENE-2-BORONIC ACID PINACOL ESTER

There total 7 articles about 5-METHOXYTHIOPHENE-2-BORONIC 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: 89.0%

2-methoxythiophene (16839-97-7) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 2-(5-methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (596819-12-4)

Guidance literature:

2-methoxythiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.3998/ark.5550190.p010.071

Reference yield: 85.0%

2-methoxythiophene (16839-97-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-(5-methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (596819-12-4)

Guidance literature:

With 1-(2-borylphenyl)-2,2,6,6-tetramethylpiperidine dimer; In chloroform; at 80 ℃; for 16h;

DOI:10.1126/science.aab3591

Reference yield: 85.0%

→ 2-(5-methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (596819-12-4)

Guidance literature:

With 1-(2-borylphenyl)-2,2,6,6-tetramethylpiperidine dimer; In chloroform; at 80 ℃; for 16h; Sealed tube; Microwave irradiation; Glovebox; Inert atmosphere;

upstream raw materials:

2-methoxythiophene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

bis(pinacol)diborane

2,3-dimethyl-2,3-butane diol

Refernces

• 1、 Rochette, étienne,Desrosiers, Vincent,Soltani, Yashar,Fontaine, Frédéric-Georges. "Isodesmic C-H Borylation: Perspectives and Proof of Concept of Transfer Borylation Catalysis". supporting information. p. 12305 - 12311. Retrieved 2019/08/20.
• 2、 Furukawa, Takayuki,Tobisu, Mamoru,Chatani, Naoto. "C-H borylation by platinum catalysis". . p. 332 - 342. Retrieved 2017/05/09.