ISOXAZOL-4-YLBORONIC ACID

Base Information

• Chemical Name: ISOXAZOL-4-YLBORONIC ACID
• CAS No.: 1008139-25-0
• Molecular Formula: C₃H₄BNO₃
• Molecular Weight: 112.881
• Mol file: 1008139-25-0.mol

Synonyms:Isoxazole-4-boronicacid;(1,2-oxazol-4-yl)boronic acid;4-Isoxazolyl-boronic acid

Chemical Property of ISOXAZOL-4-YLBORONIC ACID

Chemical Property:

• PSA: 66.49000
• LogP: -1.64560
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ISOXAZOL-4-YLBORONIC ACID

There total 3 articles about ISOXAZOL-4-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: 100.0%

4-iodoisoxazole (847490-69-1) + Trimethyl borate (121-43-7,63156-11-6) → (isoxazol-4-yl)boronic acid (1008139-25-0)

Guidance literature:

4-iodoisoxazole; With TurboGrignard; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at 0 ℃; for 4.5h; Inert atmosphere;

DOI:10.1002/anie.201608039

Reference yield:

4-bromo-1,2-oxazole (97925-43-4) → (isoxazol-4-yl)boronic acid (1008139-25-0)

Guidance literature:

4-bromo-1,2-oxazole; With Triisopropyl borate; In tetrahydrofuran; at -78 ℃; Inert atmosphere of argon;

With n-butyllithium; In tetrahydrofuran; at 20 ℃;

Reference yield:

C9H16BNO3 → (isoxazol-4-yl)boronic acid (1008139-25-0)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; hexane; Inert atmosphere;

DOI:10.1021/ja201743j

upstream raw materials:

4-bromo-1,2-oxazole

4-iodoisoxazole

Trimethyl borate

Downstream raw materials:

4-isoxazoleboronic acid pinacol ester

Refernces

• 1、 Velcicky, Juraj,Soicke, Arne,Steiner, Roland,Schmalz, Hans-Guenther. "Palladium-catalyzed cyanomethylation of aryl halides through domino Suzuki coupling-isoxazole fragmentation". supporting information; experimental part. p. 6948 - 6951. Retrieved 2011/06/19.