tert-butyl (1S,3R)-3-(2-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)hydrazinecarbonyl)cyclopentylcarbamate

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Chemical Name:tert-butyl (1S,3R)-3-(2-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)hydrazinecarbonyl)cyclopentylcarbamate
CAS No.:1201186-94-8
Molecular Formula:C₂₄H₃₀N₆O₅S
Molecular Weight:514.605
Hs Code.:

Synonyms:tert-butyl (1S,3R)-3-(2-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)hydrazinecarbonyl)cyclopentylcarbamate

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Chemical Property of tert-butyl (1S,3R)-3-(2-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)hydrazinecarbonyl)cyclopentylcarbamate

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Technology Process of tert-butyl (1S,3R)-3-(2-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)hydrazinecarbonyl)cyclopentylcarbamate

There total 5 articles about tert-butyl (1S,3R)-3-(2-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)hydrazinecarbonyl)cyclopentylcarbamate 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: 97.0%

: 1201186-57-3
2-hydrazinyl-5-tosyl-5H-pyrrolo[2,3-b]pyrazine

: 1201186-98-2
(1R,3S)-3-((tert-butoxycarbonylamino)methyl)cyclopentanecarboxylic acid

: 1201186-94-8
tert-butyl (1S,3R)-3-(2-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)hydrazinecarbonyl)cyclopentylcarbamate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 4.5h;

Reference yield:

: 1201186-57-3
2-hydrazinyl-5-tosyl-5H-pyrrolo[2,3-b]pyrazine

: 161660-94-2
(1R,3S)-3-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylic acid

: 1201186-94-8
tert-butyl (1S,3R)-3-(2-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)hydrazinecarbonyl)cyclopentylcarbamate

Guidance literature:: With hydrogenchloride; 1,2-dichloro-ethane; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1016/j.bmcl.2015.09.020

Reference yield:

: 875781-41-2
5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine

: 1201186-94-8
tert-butyl (1S,3R)-3-(2-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)hydrazinecarbonyl)cyclopentylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

2: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium carbonate / tert-Amyl alcohol; 1,4-dioxane / 2 h / 95 °C

3: phosphoric acid / tetrahydrofuran; n-heptane / 2 h / 70 °C

4: hydrogenchloride; 1,2-dichloro-ethane / dichloromethane / 15 h / 20 °C

With hydrogenchloride; phosphoric acid; palladium diacetate; sodium hydride; potassium carbonate; 1,2-dichloro-ethane; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; tert-Amyl alcohol; n-heptane; dichloromethane; N,N-dimethyl-formamide; 2: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmcl.2015.09.020