thiazol-4-ylboronic acid pinacol ester

Base Information

• Chemical Name: thiazol-4-ylboronic acid pinacol ester
• CAS No.: 1083180-00-0
• Molecular Formula: C9H14BNO2S
• Molecular Weight: 211.093
• Hs Code.: 2934999090
• Mol file: 1083180-00-0.mol

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

Chemical Property of thiazol-4-ylboronic acid pinacol ester

Chemical Property:

• Boiling Point: 304.72 °C at 760 mmHg
• PKA: 2.80±0.10(Predicted)
• Flash Point: 138.09 °C
• PSA: 59.59000
• Density: 1.121 g/cm³
• LogP: 1.44230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of thiazol-4-ylboronic acid pinacol ester

There total 1 articles about thiazol-4-ylboronic 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:

4-bromo-1,3-thiazole (34259-99-9) + bis(pinacol)diborane (73183-34-3) → 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-thiazole (1083180-00-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃;

DOI:10.1021/acsmedchemlett.0c00570

Reference yield: 28.4%

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-thiazole (1083180-00-0) + 5-bromo-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(((1s,4s)-4-(dimethylamino)cyclohexyl)(ethyl)amino)-2-methylbenzamide + trifluoroacetic acid (76-05-1) → N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(((1r,4r)-4-(dimethylamino)cyclohexyl)(ethyl)amino)-2-methyl-5-(thiazol-4-yl)benzamide trifluoroacetate

Guidance literature:

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-thiazole; 5-bromo-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(((1s,4s)-4-(dimethylamino)cyclohexyl)(ethyl)amino)-2-methylbenzamide; With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 100 ℃; for 2h; Inert atmosphere;

trifluoroacetic acid; Chromatography;

Reference yield:

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-thiazole (1083180-00-0) + C15H19BrN2O3 → C18H21N3O3S

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; at 90 ℃; for 5h;

DOI:10.1021/acsmedchemlett.0c00570

upstream raw materials:

4-bromo-1,3-thiazole

bis(pinacol)diborane

Refernces