5-Bromo-1-(triisopropylsilyl)-1H-indole

Base Information

• Chemical Name: 5-Bromo-1-(triisopropylsilyl)-1H-indole
• CAS No.: 128564-66-9
• Molecular Formula: C17H26BrNSi
• Molecular Weight: 352.39
• DSSTox Substance ID: DTXSID30383297
• Nikkaji Number: J1.100.816J
• Wikidata: Q82174965
• Mol file: 128564-66-9.mol

Synonyms:128564-66-9;5-BROMO-1-(TRIISOPROPYLSILYL)-1H-INDOLE;5-bromo-1-[tris(propan-2-yl)silyl]-1H-indole;(5-bromoindol-1-yl)-tri(propan-2-yl)silane;5-Bromo-1-[tri(propan-2-yl)silyl]-1H-indole;1H-Indole, 5-bromo-1-[tris(1-methylethyl)silyl]-;SCHEMBL413823;5-bromo-1-triisopropylsilylindole;DTXSID30383297;SQNJTVRBGMQSBC-UHFFFAOYSA-N;5-Bromo-1-triisopropylsilyl-indole;MFCD05664417;AKOS022193757;5-bromo-1-triisopropylsilyl-1H-indole;GS-5956;PB40215;5-Bromo-1-triisopropylsilanyl-1H-indole;1-(Triisopropylsilyl)-5-bromo-1H-indole;BB 0268024;CS-0050653;FT-0717541;P10320

Chemical Property of 5-Bromo-1-(triisopropylsilyl)-1H-indole

Chemical Property:

• Vapor Pressure: 8.99E-05mmHg at 25°C
• Boiling Point: 180oC
• Flash Point: 159.3oC
• PSA: 4.93000
• Density: 1.14g/cm3
• LogP: 6.42740
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 351.10179
• Heavy Atom Count: 20
• Complexity: 307

Purity/Quality:

97% ^*data from raw suppliers

5-Bromo-1-(triisopropylsilyl)-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)[Si](C(C)C)(C(C)C)N1C=CC2=C1C=CC(=C2)Br

Technology Process of 5-Bromo-1-(triisopropylsilyl)-1H-indole

There total 1 articles about 5-Bromo-1-(triisopropylsilyl)-1H-indole 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: 79.0%

5-bromo-1H-indole (10075-50-0) + triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → 5-bromo-1-triisopropylsilyl-1H-indole (128564-66-9)

Guidance literature:

In tetrahydrofuran;

Reference yield: 96.0%

2-benzylfuran (37542-92-0) + 5-bromo-1-triisopropylsilyl-1H-indole (128564-66-9) → 5-(furan-2-yl(phenyl)methyl)-1-(triisopropylsilyl)-1H-indole

Guidance literature:

With (1,4,7,10-tetraoxacyclododecane); palladium diacetate; lithium hexamethyldisilazane; nixantphos; In 1,4-dioxane; at 24 ℃; for 12h; regioselective reaction; Inert atmosphere;

DOI:10.1021/jacs.6b01578

Reference yield: 83.6%

C20H18BrN3O4S + 5-bromo-1-triisopropylsilyl-1H-indole (128564-66-9) → C37H43BrN4O4SSi

Guidance literature:

With silver tetrafluoroborate; 2,6-di-tert-butyl-4-methylpyridine; at 0 ℃; for 1.41667h; Inert atmosphere;

upstream raw materials:

5-bromo-1H-indole

triisopropylsilyl trifluoromethanesulfonate

Downstream raw materials:

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[tris(1-methylethyl)silyl]-1H-indole

1-(triisopropylsilyl)-1H-indole

2-(3,4-Dimethoxy-phenyl)-2-isopropyl-5-{methyl-[2-(1-triisopropylsilanyl-1H-indol-5-yl)-ethyl]-amino}-pentanenitrile

α-<3-<<2-(1H-indol-5-yl)ethyl>methylamino>propyl>-3,4-dimethoxy-α-(1-methylethyl)benzeneacetonitrile