[1-(tert-butyl-dimethyl-silanyl)-5-fluoro-1H-indol-4-yl]boronic acid

Base Information

• Chemical Name: [1-(tert-butyl-dimethyl-silanyl)-5-fluoro-1H-indol-4-yl]boronic acid
• CAS No.: 1093066-72-8
• Molecular Formula: C14H21BFNO2Si
• Molecular Weight: 293.221
• Hs Code.: 2933990090
• Mol file: 1093066-72-8.mol

Synonyms:[1-(tert-butyl-dimethyl-silanyl)-5-fluoro-1H-indol-4-yl]boronic acid

Chemical Property of [1-(tert-butyl-dimethyl-silanyl)-5-fluoro-1H-indol-4-yl]boronic acid

Chemical Property:

• PSA: 45.39000
• LogP: 2.31350
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(1-(tert-Butyldimethylsilyl)-5-fluoro-1H-indol-4-yl)boronicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [1-(tert-butyl-dimethyl-silanyl)-5-fluoro-1H-indol-4-yl]boronic acid

There total 5 articles about [1-(tert-butyl-dimethyl-silanyl)-5-fluoro-1H-indol-4-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: 71.0%

1-(tert-butyldimethylsilanyl)-5-fluoro-1H-indole (1093066-71-7) → [1-(tert-butyldimethylsilanyl)-5-fluoro-1H-indol-4-yl]boronic acid (1093066-72-8)

Guidance literature:

1-(tert-butyldimethylsilanyl)-5-fluoro-1H-indole; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 2h;

With Triisopropyl borate; In tetrahydrofuran; cyclohexane; at -78 - -20 ℃; for 0.666667h;

With hydrogenchloride; In tetrahydrofuran; cyclohexane; water;

Reference yield: 71.0%

Triisopropyl borate (5419-55-6) + 1-(tert-butyldimethylsilanyl)-5-fluoro-1H-indole (1093066-71-7) → [1-(tert-butyldimethylsilanyl)-5-fluoro-1H-indol-4-yl]boronic acid (1093066-72-8)

Guidance literature:

1-(tert-butyldimethylsilanyl)-5-fluoro-1H-indole; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 2h;

Triisopropyl borate; In tetrahydrofuran; cyclohexane; at -78 - -10 ℃; for 0.25h;

With hydrogenchloride; In tetrahydrofuran; cyclohexane; water;

Reference yield:

5-fluoro-1H-indole (399-52-0) + tert-butyldimethylsilyl chloride (18162-48-6) → [1-(tert-butyldimethylsilanyl)-5-fluoro-1H-indol-4-yl]boronic acid (1093066-72-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C

1.2: 0 - 20 °C

2.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / tetrahydrofuran; cyclohexane / 2 h / -78 °C

2.2: 1 h / -78 °C

2.3: -20 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; In tetrahydrofuran; cyclohexane; N,N-dimethyl-formamide;

upstream raw materials:

Triisopropyl borate

1-(tert-butyldimethylsilanyl)-5-fluoro-1H-indole

5-fluoro-1H-indole

tert-butyldimethylsilyl chloride

Downstream raw materials:

2-(5-fluoro-1H-indol-4-yl)-5-[4-(3,3-dimethylpiperazin-1-yl)phenyl]-1,3-oxazole-4-carboxylic acid amide

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