tert-butyl N-[1-(benzenesulfonyl)-2-(3-hydroxyprop-1-ynyl)pyrrolo[2,3-b]pyridin-5-yl]carbamate

Base Information

Chemical Name:tert-butyl N-[1-(benzenesulfonyl)-2-(3-hydroxyprop-1-ynyl)pyrrolo[2,3-b]pyridin-5-yl]carbamate
CAS No.:1616388-03-4
Molecular Formula:C₂₁H₂₁N₃O₅S
Molecular Weight:427.481
Hs Code.:

Synonyms:tert-butyl N-[1-(benzenesulfonyl)-2-(3-hydroxyprop-1-ynyl)pyrrolo[2,3-b]pyridin-5-yl]carbamate

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Chemical Property of tert-butyl N-[1-(benzenesulfonyl)-2-(3-hydroxyprop-1-ynyl)pyrrolo[2,3-b]pyridin-5-yl]carbamate

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Technology Process of tert-butyl N-[1-(benzenesulfonyl)-2-(3-hydroxyprop-1-ynyl)pyrrolo[2,3-b]pyridin-5-yl]carbamate

There total 5 articles about tert-butyl N-[1-(benzenesulfonyl)-2-(3-hydroxyprop-1-ynyl)pyrrolo[2,3-b]pyridin-5-yl]carbamate 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: 34.0%

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

: 107-19-7
propargyl alcohol

: 1616388-03-4
tert-butyl N-[1-(benzenesulfonyl)-2-(3-hydroxyprop-1-ynyl)pyrrolo[2,3-b]pyridin-5-yl]carbamate

Guidance literature:: With copper(l) iodide; palladium diacetate; diethylamine; triphenylphosphine; at 20 ℃; for 4.5h;

Reference yield:

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

: 1616388-03-4
tert-butyl N-[1-(benzenesulfonyl)-2-(3-hydroxyprop-1-ynyl)pyrrolo[2,3-b]pyridin-5-yl]carbamate

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: triphenylphosphine; diethylamine; palladium diacetate; copper(l) iodide / 4.5 h / 20 °C

With copper(l) iodide; tert.-butyl lithium; palladium diacetate; sodium hydride; caesium carbonate; diethylamine; triphenylphosphine; 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

: 1616388-03-4
tert-butyl N-[1-(benzenesulfonyl)-2-(3-hydroxyprop-1-ynyl)pyrrolo[2,3-b]pyridin-5-yl]carbamate

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: triphenylphosphine; diethylamine; palladium diacetate; copper(l) iodide / 4.5 h / 20 °C

With copper(l) iodide; tert.-butyl lithium; palladium diacetate; caesium carbonate; diethylamine; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane;