2-Oxo-2,3-dihydrobenzo[d]oxazol-6-yl-boronic acid

Base Information

• Chemical Name: 2-Oxo-2,3-dihydrobenzo[d]oxazol-6-yl-boronic acid
• CAS No.: 1016644-38-4
• Molecular Formula: C7H6BNO4
• Molecular Weight: 178.94
• Mol file: 1016644-38-4.mol

Synonyms:2-Oxo-2,3-dihydrobenzo[d]oxazol-6-yl-boronic acid;(2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)boronic acid

Chemical Property of 2-Oxo-2,3-dihydrobenzo[d]oxazol-6-yl-boronic acid

Chemical Property:

• PSA: 86.72000
• LogP: -0.78680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(2-Oxo-2,3-dihydrobenzo[d]oxazol-6-yl)boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Oxo-2,3-dihydrobenzo[d]oxazol-6-yl-boronic acid

There total 3 articles about 2-Oxo-2,3-dihydrobenzo[d]oxazol-6-yl-boronic 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: 70.0%

6-bromobenzo[d]oxazol-2(3H)-one (19932-85-5) + tetrahydroxydiboron (13675-18-8) → (2-oxo-2,3-dihydrobenzo[d]oxazol-6-yl)boronic acid (1016644-38-4)

Guidance literature:

With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); tetramethyl ammonium acetate; In 2-methyltetrahydrofuran; methanol; water; at 50 ℃; for 18h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.0c00929

Reference yield: 63.0%

tetrahydroxydiboron (13675-18-8) + 6-amino-1,3-benzoxazol-2-(3H)-one (22876-17-1) → (2-oxo-2,3-dihydrobenzo[d]oxazol-6-yl)boronic acid (1016644-38-4)

Guidance literature:

6-amino-1,3-benzoxazol-2-(3H)-one; With hydrogenchloride; In water; at 20 ℃; for 0.0166667h;

With sodium nitrite; In water; at 0 ℃; for 0.25h;

tetrahydroxydiboron; With sodium acetate; In water; at 20 ℃; for 0.333333h;

DOI:10.1021/jo501665e

Reference yield:

5-bromo-1,3-benzoxazol-2(3H)-one (14733-73-4) → (2-oxo-2,3-dihydrobenzo[d]oxazol-6-yl)boronic acid (1016644-38-4)

Guidance literature:

5-bromo-1,3-benzoxazol-2(3H)-one; With n-butyllithium; In tetrahydrofuran; hexanes; at -78 - -40 ℃; for 1h;

With Trimethyl borate; In tetrahydrofuran; hexanes; at -40 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; hexanes; water; at 20 ℃; for 0.5h;

upstream raw materials:

5-bromo-1,3-benzoxazol-2(3H)-one

tetrahydroxydiboron

6-amino-1,3-benzoxazol-2-(3H)-one

6-bromobenzo[d]oxazol-2(3H)-one

Downstream raw materials:

6-[6-(2-chlorophenyl)-2-oxo-1,2-dihydropyrimidin-4-yl]-1,3-benzoxazol-2(3H)-one