N₂-[(3,5-difluorophenyl)acetyl]-N₁-[(2R,3S)-7-fluoro-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]-L-alaninamide

Base Information

• Chemical Name: N₂-[(3,5-difluorophenyl)acetyl]-N₁-[(2R,3S)-7-fluoro-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]-L-alaninamide
• CAS No.: 680229-59-8
• Molecular Formula: C₂₆H₂₂F₃N₃O₄
• Molecular Weight: 497.474

Synonyms:N₂-[(3,5-difluorophenyl)acetyl]-N₁-[(2R,3S)-7-fluoro-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]-L-alaninamide

Chemical Property of N₂-[(3,5-difluorophenyl)acetyl]-N₁-[(2R,3S)-7-fluoro-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]-L-alaninamide

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Technology Process of N₂-[(3,5-difluorophenyl)acetyl]-N₁-[(2R,3S)-7-fluoro-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]-L-alaninamide

There total 9 articles about N₂-[(3,5-difluorophenyl)acetyl]-N₁-[(2R,3S)-7-fluoro-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]-L-alaninamide 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:

(2,3-cis)-3-amino-7-fluoro-2-phenyl-2,3-dihydro-1,5-benzoxazepin-4(5H)-one + N-(3,5-Difluorophenylacetyl)-L-alanine (208124-34-9) → N2-[(3,5-difluorophenyl)acetyl]-N1-[(2R,3S)-7-fluoro-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]-L-alaninamide (680229-59-8) + N1-[(2S,3R)-7-fluoro-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]-N2-[(3,5-difluorophenyl)acetyl]-L-alaninamide

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃; for 2h;

Reference yield:

(2,3-cis)-3-amino-7-fluoro-2-phenyl-2,3-dihydro-1,5-benzoxazepin-4(5H)-one + N-(3,5-Difluorophenylacetyl)-L-alanine (208124-34-9) → N2-[(3,5-difluorophenyl)acetyl]-N1-[(2R,3S)-7-fluoro-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]-L-alaninamide (680229-59-8) + N1-[(2S,3R)-7-fluoro-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]-N2-[(3,5-difluorophenyl)acetyl]-L-alaninamide

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

ethyl (2SR,3RS)-2-amino-3-(4-fluoro-2-nitrophenoxy)-3-phenylpropanoate → N2-[(3,5-difluorophenyl)acetyl]-N1-[(2R,3S)-7-fluoro-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]-L-alaninamide (680229-59-8) + N1-[(2S,3R)-7-fluoro-4-oxo-2-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]-N2-[(3,5-difluorophenyl)acetyl]-L-alaninamide

Guidance literature:

Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 70 h / 25 °C

2.1: hydrogen / 5%-palladium/activated carbon / ethanol / 1810.07 Torr

3.1: lithium hydroxide / tetrahydrofuran; water / 2.5 h / 0 - 25 °C

3.2: pH 1 / Acidic aqueous solution

4.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 25 °C

5.1: trifluoroacetic acid / dichloromethane / 1 h / 25 °C

6.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 25 °C

With 4-methyl-morpholine; lithium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; 5%-palladium/activated carbon; In tetrahydrofuran; ethanol; dichloromethane; water;

upstream raw materials:

N-(3,5-Difluorophenylacetyl)-L-alanine

(S)-2-[(3,5-difluorophenyl)acetamido]propanoic acid methyl ester

ethyl (2RS,3RS)-3-(4-fluoro-2-nitrophenoxy)-2-hydroxy-3-phenylpropanoate

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