tert-butyl 4-bromo-5-hydroxy-2-(4-phenoxybenzoyl)-1H-indole-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-bromo-5-hydroxy-2-(4-phenoxybenzoyl)-1H-indole-1-carboxylate
CAS No.:1207868-84-5
Molecular Formula:C₂₆H₂₂BrNO₅
Molecular Weight:508.368
Hs Code.:

Synonyms:tert-butyl 4-bromo-5-hydroxy-2-(4-phenoxybenzoyl)-1H-indole-1-carboxylate

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Chemical Property of tert-butyl 4-bromo-5-hydroxy-2-(4-phenoxybenzoyl)-1H-indole-1-carboxylate

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Technology Process of tert-butyl 4-bromo-5-hydroxy-2-(4-phenoxybenzoyl)-1H-indole-1-carboxylate

There total 6 articles about tert-butyl 4-bromo-5-hydroxy-2-(4-phenoxybenzoyl)-1H-indole-1-carboxylate 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: 43.0%

: 1207868-67-4
tert-butyl 5-hydroxy-2-(4-phenoxybenzoyl)-1H-indole-1-carboxylate

: 1207868-84-5
tert-butyl 4-bromo-5-hydroxy-2-(4-phenoxybenzoyl)-1H-indole-1-carboxylate

: 1207868-85-6
tert-butyl 4,6-dibromo-5-hydroxy-2-(4-phenoxybenzoyl)-1H-indole-1-carboxylate

Guidance literature:: With N-Bromosuccinimide; In tetrahydrofuran; hexane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.09.048

Reference yield:

: 106792-38-5
5-(tert-butyl-dimethyl-silanyloxy)-1H-indole

: 1207868-84-5
tert-butyl 4-bromo-5-hydroxy-2-(4-phenoxybenzoyl)-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: carbon dioxide; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 20 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

1.3: 1 h / -78 - 20 °C / Inert atmosphere

2.1: manganese(IV) oxide / acetone / 20 °C / Inert atmosphere

3.1: dmap / tetrahydrofuran; dichloromethane / 1 h / 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

5.1: N-Bromosuccinimide / tetrahydrofuran; hexane / 1 h / 20 °C / Inert atmosphere

With dmap; manganese(IV) oxide; N-Bromosuccinimide; n-butyllithium; carbon dioxide; tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane; dichloromethane; acetone;
DOI:10.1016/j.bmc.2012.09.048

Reference yield:

: 1207869-50-8
C₂₇H₃₁NO₃Si

: 1207868-84-5
tert-butyl 4-bromo-5-hydroxy-2-(4-phenoxybenzoyl)-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: manganese(IV) oxide / acetone / 20 °C / Inert atmosphere

2: dmap / tetrahydrofuran; dichloromethane / 1 h / 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4: N-Bromosuccinimide / tetrahydrofuran; hexane / 1 h / 20 °C / Inert atmosphere

With dmap; manganese(IV) oxide; N-Bromosuccinimide; tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane; dichloromethane; acetone;
DOI:10.1016/j.bmc.2012.09.048