(2R,3S)-N₁-((S)-7-methoxy-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)-7-methoxy-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.: 1401066-92-9
• Molecular Formula: C₂₆H₂₆F₆N₄O₄
• Molecular Weight: 572.507

Synonyms:(2R,3S)-N₁-((S)-7-methoxy-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)-7-methoxy-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:

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Technology Process of (2R,3S)-N₁-((S)-7-methoxy-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 15 articles about (2R,3S)-N₁-((S)-7-methoxy-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: 10.0%

(2S,3R)-6,6,6-trifluoro-3-((7-methoxy-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoic acid → (2R,3S)-N1-((S)-7-methoxy-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide (1401066-92-9)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonium chloride; N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 0 - 20 ℃; for 16h;

Reference yield:

(2S,3R)-tert-butyl 6,6,6-trifluoro-3-((7-methoxy-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoate → (2R,3S)-N1-((S)-7-methoxy-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide (1401066-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 0.03 h / 0 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonium chloride / dimethyl sulfoxide / 16 h / 0 - 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonium chloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide;

Reference yield:

(2-amino-5-methoxyphenyl)(phenyl)methanone (17549-79-0) → (2R,3S)-N1-((S)-7-methoxy-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide (1401066-92-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: oxalyl dichloride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 2 h / 20 °C

2.1: hydrogen bromide / acetic acid / 2 h / 20 °C

3.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / 16 h / 0 - 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 0.03 h / 0 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonium chloride / dimethyl sulfoxide / 16 h / 0 - 20 °C

With oxalyl dichloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen bromide; ammonium chloride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetic acid; dimethyl sulfoxide;

upstream raw materials:

(2-amino-5-methoxyphenyl)(phenyl)methanone

(7-methoxy-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)carbamic acid benzyl ester

3-amino-7-methoxy-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one

5,5,5-trifluoropentanoic acid

Downstream raw materials:

(2R,3S)-N-((3S)-7-methoxy-2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)-2,3-bis(3,3,3-trifluoropropyl)succinamide

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