2-bromo-3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1-(toluene-4-sulfonyl)-1H-indole

Base Information

Chemical Name:2-bromo-3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1-(toluene-4-sulfonyl)-1H-indole
CAS No.:1332699-69-0
Molecular Formula:C₃₄H₃₆BrNO₄SSi
Molecular Weight:662.72
Hs Code.:

Synonyms:2-bromo-3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1-(toluene-4-sulfonyl)-1H-indole

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Chemical Property of 2-bromo-3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1-(toluene-4-sulfonyl)-1H-indole

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Technology Process of 2-bromo-3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1-(toluene-4-sulfonyl)-1H-indole

There total 4 articles about 2-bromo-3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1-(toluene-4-sulfonyl)-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: 81.0%

: 1332699-68-9
2-bromo-3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1H-indole

: 98-59-9
p-toluenesulfonyl chloride

: 1332699-69-0
2-bromo-3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1-(toluene-4-sulfonyl)-1H-indole

Guidance literature:: 2-bromo-3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1H-indole; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

p-toluenesulfonyl chloride; In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol201980r

Reference yield:

: 1332699-67-8
3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1H-indole

: 1332699-69-0
2-bromo-3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1-(toluene-4-sulfonyl)-1H-indole

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide / dichloromethane / 0 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 3 h / -78 °C / Inert atmosphere

With N-Bromosuccinimide; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol201980r

Reference yield:

: 712-09-4
5-methoxytryptophol

: 1332699-69-0
2-bromo-3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1-(toluene-4-sulfonyl)-1H-indole

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole; dmap / dichloromethane / 0 - 25 °C / Inert atmosphere

2.1: N-Bromosuccinimide / dichloromethane / 0 °C / Inert atmosphere

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: 3 h / -78 °C / Inert atmosphere

With 1H-imidazole; dmap; N-Bromosuccinimide; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol201980r