pentafluorophenyl β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alaninate

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Chemical Name:pentafluorophenyl β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alaninate
CAS No.:1415012-41-7
Molecular Formula:C₂₄H₂₂F₅N₅O₆
Molecular Weight:571.461
Hs Code.:

Synonyms:pentafluorophenyl β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alaninate

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Chemical Property of pentafluorophenyl β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alaninate

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Technology Process of pentafluorophenyl β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alaninate

There total 9 articles about pentafluorophenyl β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alaninate 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: 60.0%

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 1415012-40-6
β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alanine

: 1415012-41-7
pentafluorophenyl β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alaninate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; Inert atmosphere;
DOI:10.1021/ol302918f

Reference yield:

: 36131-46-1
ethyl 5-nitro-1H-pyrrole-2-carboxylate

: 1415012-41-7
pentafluorophenyl β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alaninate

Guidance literature:: Multi-step reaction with 6 steps

1.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 8 h / 40 °C

1.2: Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.2: 28 °C / Inert atmosphere

3.1: sodium hydroxide / methanol / 4 h / 40 °C

3.2: 20 °C / pH Ca_. 2

4.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

4.2: 28 °C / Inert atmosphere

5.1: sodium hydroxide / methanol / 4 h / 40 °C

5.2: 20 °C / pH Ca_. 2

6.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 25 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol302918f

Reference yield:

: 547762-37-8
ethyl 5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxylate

: 1415012-41-7
pentafluorophenyl β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alaninate

Guidance literature:: Multi-step reaction with 5 steps

1.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

1.2: 28 °C / Inert atmosphere

2.1: sodium hydroxide / methanol / 4 h / 40 °C

2.2: 20 °C / pH Ca_. 2

3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.2: 28 °C / Inert atmosphere

4.1: sodium hydroxide / methanol / 4 h / 40 °C

4.2: 20 °C / pH Ca_. 2

5.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 25 °C / Inert atmosphere

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol302918f