5-bromo-4-(3-ethoxycarbonyl-2-oxopropyl)-4-hydroxy-1-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole

Base Information

Chemical Name:5-bromo-4-(3-ethoxycarbonyl-2-oxopropyl)-4-hydroxy-1-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole
CAS No.:109105-52-4
Molecular Formula:C₂₁H₂₄BrNO₆S
Molecular Weight:498.395
Hs Code.:

Synonyms:5-bromo-4-(3-ethoxycarbonyl-2-oxopropyl)-4-hydroxy-1-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole

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Chemical Property of 5-bromo-4-(3-ethoxycarbonyl-2-oxopropyl)-4-hydroxy-1-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole

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Technology Process of 5-bromo-4-(3-ethoxycarbonyl-2-oxopropyl)-4-hydroxy-1-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole

There total 1 articles about 5-bromo-4-(3-ethoxycarbonyl-2-oxopropyl)-4-hydroxy-1-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole 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%

: 141-97-9
ethyl acetoacetate

: 76989-06-5
5-bromo-4-oxo-N-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole

: 109105-52-4
5-bromo-4-(3-ethoxycarbonyl-2-oxopropyl)-4-hydroxy-1-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole

Guidance literature:: ethyl acetoacetate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.25h; Inert atmosphere;

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

5-bromo-4-oxo-N-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole; In tetrahydrofuran; for 5h; Inert atmosphere;
DOI:10.1016/j.tetlet.2009.09.032

Reference yield: 94.0%

: 109105-52-4
5-bromo-4-(3-ethoxycarbonyl-2-oxopropyl)-4-hydroxy-1-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole

: 109105-53-5
5-bromo-4-(3-ethoxycarbonyl-2-oxopropylidene)-1-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole

Guidance literature:: With toluene-4-sulfonic acid; In chloroform; a) RT, 20 min, b) 50 deg C, 40 min;
DOI:10.3987/R-1986-11-3149

Reference yield:

: 109105-52-4
5-bromo-4-(3-ethoxycarbonyl-2-oxopropyl)-4-hydroxy-1-(p-toluenesulfonyl)-4,5,6,7-tetrahydroindole

: 109105-54-6
4-(3-ethoxycarbonyl-2-oxopropyl)-1-(p-toluenesulfonyl)indole

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / p-toluenesulfonic acid / CHCl₃ / a) RT, 20 min, b) 50 deg C, 40 min

2: 99 percent / LiBr / dimethylformamide / 2 h / 85 °C

With toluene-4-sulfonic acid; lithium bromide; In chloroform; N,N-dimethyl-formamide;
DOI:10.3987/R-1986-11-3149