5-(benzoyl-tert-butoxycarbonylamino)-4-bromo-indole-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:5-(benzoyl-tert-butoxycarbonylamino)-4-bromo-indole-1-carboxylic acid tert-butyl ester
CAS No.:1350890-84-4
Molecular Formula:C₂₅H₂₇BrN₂O₅
Molecular Weight:515.404
Hs Code.:

Synonyms:5-(benzoyl-tert-butoxycarbonylamino)-4-bromo-indole-1-carboxylic acid tert-butyl ester

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Chemical Property of 5-(benzoyl-tert-butoxycarbonylamino)-4-bromo-indole-1-carboxylic acid tert-butyl ester

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Technology Process of 5-(benzoyl-tert-butoxycarbonylamino)-4-bromo-indole-1-carboxylic acid tert-butyl ester

There total 11 articles about 5-(benzoyl-tert-butoxycarbonylamino)-4-bromo-indole-1-carboxylic acid tert-butyl ester 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: 100.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1350890-83-3
5-benzoylamino-4-bromo-1H-indole

: 1350890-84-4
5-(benzoyl-tert-butoxycarbonylamino)-4-bromo-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: With dmap; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1039/c1cc15638a

Reference yield: 80.5%

: 24424-99-5
di-tert-butyl dicarbonate

: 1448607-77-9
5-benzoylamino-4-bromoindole-1-carboxylic acid tert-butyl ester

: 1350890-84-4
5-(benzoyl-tert-butoxycarbonylamino)-4-bromo-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: With dmap; In tetrahydrofuran; Inert atmosphere; Reflux;
DOI:10.1021/jm4000209

Reference yield:

: 6146-52-7
5-nitroindole

: 1350890-84-4
5-(benzoyl-tert-butoxycarbonylamino)-4-bromo-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: dmap; triethylamine / dichloromethane / 16 h / 20 °C

2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 6 h / 20 °C

3: N-Bromosuccinimide; sulfuric acid / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4: dmap; triethylamine / dichloromethane / 16 h / 20 °C

5: sodium methylate / methanol / 0.17 h

6: dmap / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

With dmap; N-Bromosuccinimide; sulfuric acid; palladium 10% on activated carbon; hydrogen; sodium methylate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/c1cc15638a