(1S,2S)-4-(5-(2,4-difluorobenzyl)-1-(2-fluorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-hydroxy-N-(2-hydroxycyclopentyl)-4-oxobut-2-enamide

Base Information

Chemical Name:(1S,2S)-4-(5-(2,4-difluorobenzyl)-1-(2-fluorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-hydroxy-N-(2-hydroxycyclopentyl)-4-oxobut-2-enamide
CAS No.:1310876-01-7
Molecular Formula:C₂₈H₂₅F₃N₂O₅
Molecular Weight:526.512
Hs Code.:

Synonyms:(1S,2S)-4-(5-(2,4-difluorobenzyl)-1-(2-fluorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-hydroxy-N-(2-hydroxycyclopentyl)-4-oxobut-2-enamide

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Chemical Property of (1S,2S)-4-(5-(2,4-difluorobenzyl)-1-(2-fluorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-hydroxy-N-(2-hydroxycyclopentyl)-4-oxobut-2-enamide

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Technology Process of (1S,2S)-4-(5-(2,4-difluorobenzyl)-1-(2-fluorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-hydroxy-N-(2-hydroxycyclopentyl)-4-oxobut-2-enamide

There total 9 articles about (1S,2S)-4-(5-(2,4-difluorobenzyl)-1-(2-fluorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-hydroxy-N-(2-hydroxycyclopentyl)-4-oxobut-2-enamide 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: 66.0%

: 1310875-94-5
4-(5-(2,4-difluorobenzyl)-1-(2-fluorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-hydroxy-4-oxobut-2-enoic acid

: 68327-04-8
(1S,2S)-2-aminocyclopentanol hydrochloride

: 1310876-01-7
(1S,2S)-4-(5-(2,4-difluorobenzyl)-1-(2-fluorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-hydroxy-N-(2-hydroxycyclopentyl)-4-oxobut-2-enamide

Guidance literature:: 4-(5-(2,4-difluorobenzyl)-1-(2-fluorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-hydroxy-4-oxobut-2-enoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 0.5h;

(1S,2S)-2-aminocyclopentanol hydrochloride; With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 2h;

Reference yield:

: 1310875-97-8
5-(2,4-difluorobenzyl)-3-iodopyridin-2(1H)-one

: 1310876-01-7
(1S,2S)-4-(5-(2,4-difluorobenzyl)-1-(2-fluorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-hydroxy-N-(2-hydroxycyclopentyl)-4-oxobut-2-enamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h

1.2: 2 h / 20 °C

2.1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1 h / 70 °C / Inert atmosphere

3.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3.2: 3 h / 20 °C / Inert atmosphere

4.1: hydrogenchloride; water / 1,4-dioxane / 2 h / 95 °C

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h

5.2: 2 h / 0 - 5 °C

With hydrogenchloride; water; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium t-butanolate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 1310875-98-9
5-(2,4-difluorobenzyl)-1-(2-fluorobenzyl)-3-iodopyridin-2(1H)-one

: 1310876-01-7
(1S,2S)-4-(5-(2,4-difluorobenzyl)-1-(2-fluorobenzyl)-2-oxo-1,2-dihydropyridin-3-yl)-2-hydroxy-N-(2-hydroxycyclopentyl)-4-oxobut-2-enamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 1 h / 70 °C / Inert atmosphere

2.1: sodium t-butanolate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2.2: 3 h / 20 °C / Inert atmosphere

3.1: hydrogenchloride; water / 1,4-dioxane / 2 h / 95 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h

4.2: 2 h / 0 - 5 °C

With hydrogenchloride; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium t-butanolate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;