5-Benzothiazole boronic acid pinacol ester

Base Information

• Chemical Name: 5-Benzothiazole boronic acid pinacol ester
• CAS No.: 1073354-91-2
• Molecular Formula: C13H16BNO2S
• Molecular Weight: 261.153
• Hs Code.: 2934999090
• Mol file: 1073354-91-2.mol

Synonyms:5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzothiazole;

Chemical Property of 5-Benzothiazole boronic acid pinacol ester

Chemical Property:

• PSA: 59.59000
• LogP: 2.59550

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Benzothiazole boronic acid pinacol ester

There total 5 articles about 5-Benzothiazole 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: 65.0%

(E)-1-(benzo[d]thiazol-5-yl)butan-1-one O-perfluorobenzoyl oxime + bis(pinacol)diborane (73183-34-3) → 5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1,3‐benzothiazole (1073354-91-2)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; potassium carbonate; 2-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)pyridine; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; tris<3,5-bis(trifluoromethyl)phenyl>phosphane; palladium dichloride; In 1,2-dichloro-ethane; at 120 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.202006740

Reference yield: 52.0%

5-chlorobenzo[d]thiazole (2786-51-8) + bis(pinacol)diborane (73183-34-3) → 5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1,3‐benzothiazole (1073354-91-2)

Guidance literature:

With caesium carbonate; cesium fluoride; (5-tert-butyl-2-hydroxyphenyl)diphenylphosphine; In dimethyl sulfoxide; at 20 ℃; for 22h; Irradiation;

DOI:10.1021/acscatal.1c05941

Reference yield: 38.0%

5-bromo-benzthiazole (768-11-6) + bis(pinacol)diborane (73183-34-3) → 5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1,3‐benzothiazole (1073354-91-2)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In dimethyl sulfoxide; at 85 ℃; for 3h; Inert atmosphere;

upstream raw materials:

5-bromo-benzthiazole

bis(pinacol)diborane

5-chlorobenzo[d]thiazole

Downstream raw materials:

4-[3-{6-(3-benzothiazol-5-yl-5-ethoxy-phenoxy)-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester

6-(benzo[d]thiazol-5-yl)-N-(3,4-dimethoxyphenyl)imidazo[1,2-a]pyrazin-8-amine

methyl 2-((4-(1,3-benzothiazol-5-yl)-3-methyl-1-(2-methylphenyl)-1H-pyrazol-5-yl)amino)-5-methoxybenzoate

4-[3-[6-(3-benzothiazol-5-yl-5-methanesulfonyl-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester

Refernces

• 1、 -. "PYRIMIDINE SULFAMIDE DERIVATIVE AND PREPARATION METHOD AND MEDICAL APPLICATION THEREOF". Paragraph 0282-0284. . Retrieved 2020/09/22.
• 2、 -. "Amino pyrimidine compound and preparation method and application thereof". Paragraph 0612; 0614; 0655; 0656; 0657; 0658. . Retrieved 2018/11/22.