(1-(tert-Butyldimethylsilyl)-1H-indol-6-yl)boronic acid

Base Information

• Chemical Name: (1-(tert-Butyldimethylsilyl)-1H-indol-6-yl)boronic acid
• CAS No.: 913835-60-6
• Molecular Formula: C₁₄H₂₂BNO₂Si
• Molecular Weight: 275.231
• Hs Code.: 29339980
• European Community (EC) Number: 691-692-9
• DSSTox Substance ID: DTXSID70402532
• Wikidata: Q82205952
• Mol file: 913835-60-6.mol

Synonyms:913835-60-6;(1-(tert-Butyldimethylsilyl)-1H-indol-6-yl)boronic acid;1-TBDMS-indole-6-boronic acid;1-(tert-Butyldimethylsilyl)-1H-indol-6-ylboronic acid;[1-[tert-butyl(dimethyl)silyl]indol-6-yl]boronic acid;1-(tert-Butyldimethylsilyl)-1H-indol-6-yl-6-boronic acid;[1-(tert-butyldimethylsilyl)-1H-indol-6-yl]boronic acid;(1-(tert-Butyldimethylsilyl)-1H-indol-6-yl)boronicacid;DTXSID70402532;MFCD03095157;AKOS015894108;BS-29679;1-(Tert-Butyldimethylsilyl)Indole-6-Boronic;CS-0175364;FT-0688824;1-(tert-Butyldimethylsilyl)indole-6-boronic acid;J-503668;{1-[tert-Butyl(dimethyl)silyl]-1H-indol-6-yl}boronic acid;1-(tert-Butyldimethylsilyl)-1H-indol-6-ylboronic acid, AldrichCPR;Boronic acid,b-[1-[(1,1-dimethylethyl)dimethylsilyl]-1H-indol-6-yl]-

Chemical Property of (1-(tert-Butyldimethylsilyl)-1H-indol-6-yl)boronic acid

Chemical Property:

• Vapor Pressure: 1.46E-05mmHg at 25°C
• Melting Point: 217-219°C
• Refractive Index: 1.51
• Boiling Point: 352.1 °C at 760 mmHg
• Flash Point: 166.7 °C
• PSA: 45.39000
• Density: 1.01g/cm³
• LogP: 2.17440
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 275.1512856
• Heavy Atom Count: 19
• Complexity: 330

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(tert-Butyldimethylsilyl)-1H-indol-6-ylboronic acid 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC2=C(C=C1)C=CN2[Si](C)(C)C(C)(C)C)(O)O

Technology Process of (1-(tert-Butyldimethylsilyl)-1H-indol-6-yl)boronic acid

There total 3 articles about (1-(tert-Butyldimethylsilyl)-1H-indol-6-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:

Triisopropyl borate (5419-55-6) + 6-bromo-1-(tert-butyldimethylsilyl)-1H-indole (184637-11-4) → C14H22BNO2Si (913835-60-6)

Guidance literature:

6-bromo-1-(tert-butyldimethylsilyl)-1H-indole; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

Reference yield:

6-bromo-1H-indole (52415-29-9) → C14H22BNO2Si (913835-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 10 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

With n-butyllithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → C14H22BNO2Si (913835-60-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 10 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

With n-butyllithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

6-bromo-1H-indole

Triisopropyl borate

6-bromo-1-(tert-butyldimethylsilyl)-1H-indole

tert-butyldimethylsilyl chloride

Refernces