1H-Indole, 3-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-1-[(4-methylphenyl)sulfon yl]-

Base Information

• Chemical Name: 1H-Indole, 3-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-1-[(4-methylphenyl)sulfon yl]-
• CAS No.: 226984-50-5
• Molecular Formula: C23H31NO3SSi
• Molecular Weight: 429.656
• Mol file: 226984-50-5.mol

Synonyms:

Chemical Property of 1H-Indole, 3-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-1-[(4-methylphenyl)sulfon yl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Indole, 3-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-1-[(4-methylphenyl)sulfon yl]-

There total 7 articles about 1H-Indole, 3-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-1-[(4-methylphenyl)sulfon 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%

p-toluenesulfonyl chloride (98-59-9) + 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole (101079-48-5) → 3-[2-(tert-butyldimethylsilyloxy)ethyl]-1-(p-toluenesulfonyl)indole (226984-50-5)

Guidance literature:

3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 1h;

p-toluenesulfonyl chloride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 24h;

DOI:10.1002/anie.202109566

Reference yield:

2-(3-indole)-ethanol (526-55-6,930395-07-6) + tert-butyldimethylsilyl chloride (18162-48-6) → 3-[2-(tert-butyldimethylsilyloxy)ethyl]-1-(p-toluenesulfonyl)indole (226984-50-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

2.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 0 - 20 °C

2.2: 24 h / 0 - 20 °C

With 1H-imidazole; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/anie.202109566

Reference yield:

2-(3-indole)-ethanol (526-55-6,930395-07-6) → 3-[2-(tert-butyldimethylsilyloxy)ethyl]-1-(p-toluenesulfonyl)indole (226984-50-5)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 0 - 20 °C

2: 2.34 g / sodium hydride / tetrahydrofuran; various solvent(s) / 20 °C

With 1H-imidazole; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.tetasy.2006.01.016

upstream raw materials:

p-toluenesulfonyl chloride

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

2-(3-indole)-ethanol

tert-butyldimethylsilyl chloride

Downstream raw materials:

N-(4-methylphenyl)sulfonyl-3-<(2-methylsulfonyloxo)ethyl>indole

tert-butyl 2-(1-tosyl-1H-indol-3-yl)ethanol