(2R,3S)-N₁-((S)-1-(chloromethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide

Base Information

• Chemical Name: (2R,3S)-N₁-((S)-1-(chloromethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide
• CAS No.: 1581704-55-3
• Molecular Formula: C₂₆H₂₅ClF₆N₄O₃
• Molecular Weight: 590.953

Synonyms:(2R,3S)-N₁-((S)-1-(chloromethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide

Chemical Property of (2R,3S)-N₁-((S)-1-(chloromethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide

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Technology Process of (2R,3S)-N₁-((S)-1-(chloromethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide

There total 2 articles about (2R,3S)-N₁-((S)-1-(chloromethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide 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:

(2R,3S)-N1-((S)-1-((methylthio)methyl)-2-oxo-5-phenyl-2,3-dihydro1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide (1581704-54-2) → (2R,3S)-N1-((S)-1-(chloromethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide (1581704-55-3)

Guidance literature:

(2R,3S)-N₁-((S)-1-((methylthio)methyl)-2-oxo-5-phenyl-2,3-dihydro1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide; With N,N-diethylethanamine hydrochloride; In dichloromethane; at 20 ℃; for 0.0833333h;

With sulfuryl dichloride; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

Reference yield:

(2R,3S)-N-((3S)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide (1401066-80-5) → (2R,3S)-N1-((S)-1-(chloromethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide (1581704-55-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 0.17 h / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: N,N-diethylethanamine hydrochloride / dichloromethane / 0.08 h / 20 °C

2.2: 2 h / 0 - 20 °C / Inert atmosphere

With N,N-diethylethanamine hydrochloride; caesium carbonate; In dichloromethane; N,N-dimethyl-formamide;

Reference yield: 28.9%

4-(((di-tert-butoxyphosphoryl)oxy)methyl)benzoic acid (1198393-90-6) + (2R,3S)-N1-((S)-1-(chloromethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide (1581704-55-3) → ((S)-3-((2R,3S)-3-Carbamoyl-6,6,6-trifluoro-2-(3,3,3-trifluoropropyl)hexanamido)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl)methyl4-(((di-tert-butoxyphosphoryl)oxy)methyl)benzoate

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

upstream raw materials:

(2R,3S)-N₁-((S)-1-((methylthio)methyl)-2-oxo-5-phenyl-2,3-dihydro1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide

(2R,3S)-N-((3S)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide

Downstream raw materials:

((3S)-3-(((2R,3S)-3-carbamoyl-6,6,6-trifluoro-2-(3,3,3-trifluoropropyl)hexanoyl)amino)2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl)methyl(4-(phosphonooxy)phenyl)acetate

((S)-3-((2R,3S)-3-Carbamoyl-6,6,6-trifluoro-2-(3,3,3-trifluoropropyl)hexanamido)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl)methyl2-(4-((di-tert-butoxyphosphoryl)oxy)phenyl)acetate

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