(3S,7R,8aR)-2-{(2S)-2-(4,4-difluorocyclohexyl)-2-[(N-methyl-L-alanyl)amino]acetyl}-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-7-hydroxyoctahydropyrrolo[1,2-a]pyrazine-3-carboxamide dihydrochloride

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Chemical Name:(3S,7R,8aR)-2-{(2S)-2-(4,4-difluorocyclohexyl)-2-[(N-methyl-L-alanyl)amino]acetyl}-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-7-hydroxyoctahydropyrrolo[1,2-a]pyrazine-3-carboxamide dihydrochloride
CAS No.:1266323-26-5
Molecular Formula:C₂₉H₄₁F₂N₅O₅
Molecular Weight:577.672
Hs Code.:

(3S,7R,8aR)-2-{(2S)-2-(4,4-difluorocyclohexyl)-2-[(N-methyl-L-alanyl)amino]acetyl}-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-7-hydroxyoctahydropyrrolo[1,2-a]pyrazine-3-carboxamide dihydrochloride

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Chemical Property of (3S,7R,8aR)-2-{(2S)-2-(4,4-difluorocyclohexyl)-2-[(N-methyl-L-alanyl)amino]acetyl}-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-7-hydroxyoctahydropyrrolo[1,2-a]pyrazine-3-carboxamide dihydrochloride

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Technology Process of (3S,7R,8aR)-2-{(2S)-2-(4,4-difluorocyclohexyl)-2-[(N-methyl-L-alanyl)amino]acetyl}-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-7-hydroxyoctahydropyrrolo[1,2-a]pyrazine-3-carboxamide dihydrochloride

There total 12 articles about (3S,7R,8aR)-2-{(2S)-2-(4,4-difluorocyclohexyl)-2-[(N-methyl-L-alanyl)amino]acetyl}-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-7-hydroxyoctahydropyrrolo[1,2-a]pyrazine-3-carboxamide dihydrochloride 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: 20.0%

: 1266233-14-0
tert-butyl [(1S)-2-({(1S)-1-(4,4-difluorocyclohexyl)-2-[(3S,7R,8aR)-3-[(4R)-3,4-dihydro-2H-chromen-4-yl-carbamoyl]-7-hydroxyhexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-2-oxoethyl}amino)-1-methyl-2-oxoethyl]methylcarbamate

: 1266323-26-5
(3S,7R,8aR)-2-{(2S)-2-(4,4-difluorocyclohexyl)-2-[(N-methyl-L-alanyl)amino]acetyl}-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-7-hydroxyoctahydropyrrolo[1,2-a]pyrazine-3-carboxamide dihydrochloride

Guidance literature:: With hydrogenchloride; In ethyl acetate; at 20 ℃; for 2h;
DOI:10.1021/jm301674z

Reference yield:

: 873581-24-9
methyl (2S)-{[(benzyloxy)carbonyl]amino}(1,4-dioxaspiro[4.5]dec-8-yl)ethanoate

: 1266323-26-5
(3S,7R,8aR)-2-{(2S)-2-(4,4-difluorocyclohexyl)-2-[(N-methyl-L-alanyl)amino]acetyl}-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-7-hydroxyoctahydropyrrolo[1,2-a]pyrazine-3-carboxamide dihydrochloride

Guidance literature:: Multi-step reaction with 7 steps

1.1: dichloro-acetic acid / tetrahydrofuran; water; acetic acid / 3 h / 30 °C

2.1: diethylamino-sulfur trifluoride / dichloromethane / 1 h / 20 °C

2.2: 5 h / 20 °C

3.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 2 h / 0 - 20 °C

4.1: benzotriazol-1-ol; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 15 h / 20 °C

5.1: hydrogenchloride; hydrogen; 20% palladium hydroxide-activated charcoal / methanol / 18 h / 20 °C

6.1: benzotriazol-1-ol; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 h / 20 °C

7.1: hydrogenchloride / ethyl acetate / 2 h / 20 °C

With hydrogenchloride; dichloro-acetic acid; dmap; lithium hydroxide monohydrate; diethylamino-sulfur trifluoride; 20% palladium hydroxide-activated charcoal; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm301674z

Reference yield:

: 1241377-38-7
methyl (2S)-{[(benzyloxy)carbonyl]amino}(4-oxocyclohexyl)ethanoate

: 1266323-26-5
(3S,7R,8aR)-2-{(2S)-2-(4,4-difluorocyclohexyl)-2-[(N-methyl-L-alanyl)amino]acetyl}-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-7-hydroxyoctahydropyrrolo[1,2-a]pyrazine-3-carboxamide dihydrochloride

Guidance literature:: Multi-step reaction with 6 steps

1.1: diethylamino-sulfur trifluoride / dichloromethane / 1 h / 20 °C

1.2: 5 h / 20 °C

2.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 2 h / 0 - 20 °C

3.1: benzotriazol-1-ol; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 15 h / 20 °C

4.1: hydrogenchloride; hydrogen; 20% palladium hydroxide-activated charcoal / methanol / 18 h / 20 °C

5.1: benzotriazol-1-ol; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 h / 20 °C

6.1: hydrogenchloride / ethyl acetate / 2 h / 20 °C

With hydrogenchloride; dmap; lithium hydroxide monohydrate; diethylamino-sulfur trifluoride; 20% palladium hydroxide-activated charcoal; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm301674z