1H-Indole, 1-[(1,1-diMethylethyl)diMethylsilyl]-5-fluoro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

Base Information

• Chemical Name: 1H-Indole, 1-[(1,1-diMethylethyl)diMethylsilyl]-5-fluoro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-
• CAS No.: 1148004-02-7
• Molecular Formula: C₂₀H₃₁BFNO₂Si
• Molecular Weight: 375.367
• Hs Code.: 2934999090
• Mol file: 1148004-02-7.mol

Synonyms:1H-Indole, 1-[(1,1-diMethylethyl)diMethylsilyl]-5-fluoro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;1H-Indole, 1-[(1,1-dimethylethyl)dimethylsilyl]-5-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborola;1-(tert-ButyldiMethylsilyl)-5-fluoro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indole;tert-butyl(5-fluoro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-inden-1-yl)diMethylsilane;1-[(1,1-Dimethylethyl)dimethylsilyl]-5-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-Indole

Chemical Property of 1H-Indole, 1-[(1,1-diMethylethyl)diMethylsilyl]-5-fluoro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

Chemical Property:

• PSA: 23.39000
• LogP: 4.93290
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl(5-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-inden-1-yl)dimethylsilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indole, 1-[(1,1-diMethylethyl)diMethylsilyl]-5-fluoro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

There total 2 articles about 1H-Indole, 1-[(1,1-diMethylethyl)diMethylsilyl]-5-fluoro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)- 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%

2,3-dimethyl-2,3-butane diol (76-09-5) + 1-(tert-butyldimethylsilanyl)-5-fluoro-1H-indole (1093066-71-7) → 5-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tert-butyldimethylsilylindole (1148004-02-7)

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 ℃;

2,3-dimethyl-2,3-butane diol; In tetrahydrofuran; cyclohexane; at 20 ℃;

DOI:10.1021/jm3003747

Reference yield:

5-fluoro-1H-indole (399-52-0) + tert-butyldimethylsilyl chloride (18162-48-6) → 5-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tert-butyldimethylsilylindole (1148004-02-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C

1.2: 25 h / 20 °C

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

2.2: -78 - -20 °C

2.3: 20 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; In tetrahydrofuran; cyclohexane; mineral oil;

DOI:10.1021/jm3003747

upstream raw materials:

5-fluoro-1H-indole

tert-butyldimethylsilyl chloride

2,3-dimethyl-2,3-butane diol

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

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