1-phenyl-4-trimethylsilyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole

Base Information

• Chemical Name: 1-phenyl-4-trimethylsilyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole
• CAS No.: 1396123-95-7
• Molecular Formula: C₁₉H₂₆BF₃N₂O₂Si
• Molecular Weight: 410.319
• Mol file: 1396123-95-7.mol

Synonyms:1-phenyl-4-trimethylsilyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole

Chemical Property of 1-phenyl-4-trimethylsilyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-phenyl-4-trimethylsilyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole

There total 15 articles about 1-phenyl-4-trimethylsilyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole 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: 58.0%

3-phenyl-4-(trifluoromethyl)-1,2,3-λ5-oxadiazol-3-ium-5-olate (1396123-83-3) + 4,4,5,5-tetramethyl-2-trimethylsilanylethynyl-[1,3,2]dioxaborolane (159087-46-4) → 1-phenyl-3-trimethylsilyl-5-trifluoromethyl-1H-pyrazole (1396123-85-5) + 1-phenyl-3-trimethylsilyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole (1396123-89-9) + 1-phenyl-4-trimethylsilyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole (1396123-95-7)

Guidance literature:

In 1,2-dichloro-benzene; at 140 ℃; for 48h; Sealed tube;

DOI:10.1021/ol3021918

Reference yield: 58.0%

3-phenyl-4-(trifluoromethyl)-1,2,3-λ5-oxadiazol-3-ium-5-olate (1396123-83-3) + 4,4,5,5-tetramethyl-2-trimethylsilanylethynyl-[1,3,2]dioxaborolane (159087-46-4) → 1-phenyl-3-trimethylsilyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole (1396123-89-9) + 1-phenyl-4-trimethylsilyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole (1396123-95-7)

Guidance literature:

In 1,2-dichloro-benzene; at 140 ℃; for 48h; regioselective reaction; Sealed tube;

DOI:10.1021/jo400381a

Reference yield:

4-iodo-3-phenyl-1,2,3-λ5-oxadiazol-3-ium-5-olate (13858-07-6) → 1-phenyl-3-trimethylsilyl-5-trifluoromethyl-1H-pyrazole (1396123-85-5) + 1-phenyl-3-trimethylsilyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole (1396123-89-9) + 1-phenyl-4-trimethylsilyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole (1396123-95-7)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide / N,N-dimethyl-formamide / 20 h / 80 °C / Inert atmosphere

2: 1,2-dichloro-benzene / 48 h / 140 °C / Sealed tube

With copper(l) iodide; In N,N-dimethyl-formamide; 1,2-dichloro-benzene;

DOI:10.1021/ol3021918

upstream raw materials:

4-iodo-3-phenyl-1,2,3-λ⁵-oxadiazol-3-ium-5-olate

Phenyl azide

N-phenyltriphenyliminophosphorane

3-phenyl-4-(trifluoromethyl)-1,2,3-λ⁵-oxadiazol-3-ium-5-olate