tert-butyl N-[1-(benzenesulfonyl)-2-bromopyrrolo[2,3-b]pyridin-5-yl]-N-tert-butoxycarbonylcarbamate

Base Information

Chemical Name:tert-butyl N-[1-(benzenesulfonyl)-2-bromopyrrolo[2,3-b]pyridin-5-yl]-N-tert-butoxycarbonylcarbamate
CAS No.:1616388-17-0
Molecular Formula:C₂₃H₂₆BrN₃O₆S
Molecular Weight:552.446
Hs Code.:

Synonyms:tert-butyl N-[1-(benzenesulfonyl)-2-bromopyrrolo[2,3-b]pyridin-5-yl]-N-tert-butoxycarbonylcarbamate

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Chemical Property of tert-butyl N-[1-(benzenesulfonyl)-2-bromopyrrolo[2,3-b]pyridin-5-yl]-N-tert-butoxycarbonylcarbamate

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Technology Process of tert-butyl N-[1-(benzenesulfonyl)-2-bromopyrrolo[2,3-b]pyridin-5-yl]-N-tert-butoxycarbonylcarbamate

There total 5 articles about tert-butyl N-[1-(benzenesulfonyl)-2-bromopyrrolo[2,3-b]pyridin-5-yl]-N-tert-butoxycarbonylcarbamate 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:

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

: 1616388-02-3
tert-butyl N-[1-(benzenesulfonyl)-2-bromopyrrolo[2,3-b]pyridin-5-yl]carbamate

: 1616388-17-0
tert-butyl N-[1-(benzenesulfonyl)-2-bromopyrrolo[2,3-b]pyridin-5-yl]-N-tert-butoxycarbonylcarbamate

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃;

Reference yield:

: 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine

: 1616388-17-0
tert-butyl N-[1-(benzenesulfonyl)-2-bromopyrrolo[2,3-b]pyridin-5-yl]-N-tert-butoxycarbonylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 2.5 h / 0 °C

1.2: 20 °C

2.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate / 1,4-dioxane / Inert atmosphere; Reflux

3.1: tert.-butyl lithium / tetrahydrofuran / -78 - -20 °C

3.2: 20 °C

4.1: N-ethyl-N,N-diisopropylamine; dmap / tetrahydrofuran / 20 °C

With dmap; tert.-butyl lithium; palladium diacetate; sodium hydride; caesium carbonate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; mineral oil;

Reference yield:

: 1001070-33-2
1-(benzenesulfonyl)-5-bromo-1H-pyrrolo[2,3-b]pyridine

: 1616388-17-0
tert-butyl N-[1-(benzenesulfonyl)-2-bromopyrrolo[2,3-b]pyridin-5-yl]-N-tert-butoxycarbonylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate / 1,4-dioxane / Inert atmosphere; Reflux

2.1: tert.-butyl lithium / tetrahydrofuran / -78 - -20 °C

2.2: 20 °C

3.1: N-ethyl-N,N-diisopropylamine; dmap / tetrahydrofuran / 20 °C

With dmap; tert.-butyl lithium; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane;