5-methoxybenzofuran-2-ylboronic acid

Base Information

• Chemical Name: 5-methoxybenzofuran-2-ylboronic acid
• CAS No.: 551001-79-7
• Molecular Formula: C9H9BO4
• Molecular Weight: 191.979
• Mol file: 551001-79-7.mol

Synonyms:(5-Methoxy-1-benzofuran-2-yl)boronic acid;5-Methoxybenzofuran-2-ylboronic acid;5-Methoxybenzofuran-2-boronic acid;

Chemical Property of 5-methoxybenzofuran-2-ylboronic acid

Chemical Property:

• Boiling Point: 377.103 °C at 760 mmHg
• Flash Point: 181.866 °C
• PSA: 62.83000
• Density: 1.317 g/cm³
• LogP: 0.12120
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Methoxy-2-benzofuranboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Methoxy-2-benzofuranboronic Acid serves as a reagent in the development and preparation of 99mTc-labeled pyridyl benzofuran derivatives to detect pancreatic amylin in islet amyloid model mice. Also serves as a reagent in the preparation of dihydropyrazoles as FSH receptor modulators useful in the treatment of fertility disorders

Technology Process of 5-methoxybenzofuran-2-ylboronic acid

There total 6 articles about 5-methoxybenzofuran-2-ylboronic 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: 92.0%

5-methoxybenzofuran (13391-28-1) → (5-methoxy-1-benzofuran-2-yl)boronic acid (551001-79-7)

Guidance literature:

5-methoxybenzofuran; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

With Triisopropyl borate; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2010.01.105

Reference yield: 76.0%

5-methoxybenzofuran (13391-28-1) + Triisopropyl borate (5419-55-6) + water (7732-18-5) → (5-methoxy-1-benzofuran-2-yl)boronic acid (551001-79-7)

Guidance literature:

5-methoxybenzofuran; With n-butyllithium; In tetrahydrofuran; at -60 - -10 ℃; for 1.25h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; at -60 - 20 ℃;

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

Reference yield: 69.8%

5-methoxybenzofuran (13391-28-1) + Triisopropyl borate (5419-55-6) → (5-methoxy-1-benzofuran-2-yl)boronic acid (551001-79-7)

Guidance literature:

5-methoxybenzofuran; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;

upstream raw materials:

5-methoxybenzofuran

Triisopropyl borate

water

boric acid tributyl ester

Downstream raw materials:

tert-butyl 2-((3-(2-(6-(methylamino)pyridin-3-yl)benzofuran-5-yloxy)propyl)(2-(tritylthio)ethyl)amino)ethyl(2-(tritylthio)ethyl)-carbamate

tert-butyl 2-((3-(2-(6-aminopyridin-3-yl)benzofuran-5-yloxy)-propyl)(2-(tritylthio)ethyl)amino)ethyl(2-(tritylthio)ethyl)carbamate

4-(5-Methoxy-benzofuran-2-yl)-benzoic acid methyl ester

Refernces

• 1、 Prime, Michael E.,Liu, Longbin,Lee, Matt R.,Khetarpal, Vinod,Brown, Christopher J.,Johnson, Peter D.,Miranda-Azpiazu, Patricia,Chen, Xuemei,Clark-Frew, Daniel,Coe, Samuel,Davis, Randall,Dickie, Anthony,Ebneth, Andreas,Esposito, Simone,Gadouleau, Elise,Gai, Xinjie,Galan, Sebastien,Green, Samantha,Greenaway, Catherine,Giles, Paul,Halldin, Christer,Hayes, Sarah,Herbst, Todd,Herrmann, Frank,He?mann, Manuela,Jia, Zhisheng,Kiselyov, Alexander,Kotey, Adrian,Krulle, Thomas,Mangette, John E.,Marston, Richard W.,Menta, Sergio,Mills, Matthew R.,Monteagudo, Edith,Nag, Sangram,Nibbio, Martina,Orsatti, Laura,Schaertl, Sabine,Scheich, Christoph,Sproston, Joanne,Stepanov, Vladimir,Svedberg, Marie,Takano, Akihiro,Taylor, Malcolm,Thomas, Wayne,Toth, Miklós,Vaidya, Darshan,Vanr?s, Katarina,Weddell, Derek,Wigginton, Ian,Wityak, John,Mrzljak, Ladislav,Munoz-Sanjuan, Ignacio,Bard, Jonathan A.,Dominguez, Celia. "Imaging Mutant Huntingtin Aggregates: Development of a Potential PET Ligand". . p. 8608 - 8633. Retrieved 2020/09/16.
• 2、 Fletcher, Scott P.,Noor, Asif,Hickey, James L.,McLean, Catriona A.,White, Jonathan M.,Donnelly, Paul S.. "Rhenium and technetium complexes of thioamide derivatives of pyridylhydrazine that bind to amyloid-β plaques". . p. 1139 - 1151. Retrieved 2018/07/13.