4-bromo-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-tosyl-1H-indole

Base Information

• Chemical Name: 4-bromo-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-tosyl-1H-indole
• CAS No.: 1355952-03-2
• Molecular Formula: C₂₃H₃₀BrNO₃SSi
• Molecular Weight: 508.552
• Mol file: 1355952-03-2.mol

Synonyms:4-bromo-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-tosyl-1H-indole

Chemical Property of 4-bromo-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-tosyl-1H-indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-bromo-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-tosyl-1H-indole

There total 6 articles about 4-bromo-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-tosyl-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: 99.0%

C16H24BrNOSi (1355951-82-4) + p-toluenesulfonyl chloride (98-59-9) → 4-bromo-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-tosyl-1H-indole (1355952-03-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4.16667h; Inert atmosphere;

DOI:10.3987/COM-18-S(T)49

Reference yield:

2-(1H-4-bromoindol-3-yl)-ethanol (202753-56-8) → 4-bromo-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-tosyl-1H-indole (1355952-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 10 h / 0 - 20 °C

2.1: tetrabutylammomium bromide; sodium hydroxide / dichloromethane; water / 0.17 h / 20 °C

2.2: 0.67 h / 20 °C

With dmap; tetrabutylammomium bromide; triethylamine; sodium hydroxide; In dichloromethane; water;

DOI:10.1002/anie.201106205

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 4-bromo-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-tosyl-1H-indole (1355952-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 10 h / 0 - 20 °C

2.1: tetrabutylammomium bromide; sodium hydroxide / dichloromethane; water / 0.17 h / 20 °C

2.2: 0.67 h / 20 °C

With dmap; tetrabutylammomium bromide; triethylamine; sodium hydroxide; In dichloromethane; water;

DOI:10.1002/anie.201106205

upstream raw materials:

2-(1H-4-bromoindol-3-yl)-ethanol

C₁₆H₂₄BrNOSi

p-toluenesulfonyl chloride

tert-butyldimethylsilyl chloride

Downstream raw materials:

C₂₈H₄₁NO₆SSi

C₂₈H₃₉NO₇S₂Si

C₂₈H₄₀N₄O₅SSi

C₃₁H₄₄N₄O₅SSi