(2S,3R)-6,6,6-trifluoro-3-((⁽³⁵⁾-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoic acid

Base Information

• Chemical Name: (2S,3R)-6,6,6-trifluoro-3-((⁽³⁵⁾-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoic acid
• CAS No.: 1401067-34-2
• Molecular Formula: C₂₆H₂₅F₆N₃O₄
• Molecular Weight: 557.493

Synonyms:(2S,3R)-6,6,6-trifluoro-3-((⁽³⁵⁾-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoic acid

Chemical Property of (2S,3R)-6,6,6-trifluoro-3-((⁽³⁵⁾-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (2S,3R)-6,6,6-trifluoro-3-((⁽³⁵⁾-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoic acid

There total 31 articles about (2S,3R)-6,6,6-trifluoro-3-((⁽³⁵⁾-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoic acid 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: 84.0%

tert-butyl (2S,3R)-6,6,6-trifluoro-3-(((3S)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoate (1401067-05-7) → (2S,3R)-6,6,6-trifluoro-3-(((35)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoic acid (1401067-34-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 25 ℃; Inert atmosphere;

Reference yield:

tert-butyl (2S,3R)-6,6,6-trifluoro-3-(((3S)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoate (1401067-05-7) → (2R,3R)-6,6,6-trifluoro-3-(((35)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoic acid + (2S,3R)-6,6,6-trifluoro-3-(((35)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoic acid (1401067-34-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 3.5h; Overall yield = 75 %; Overall yield = 2 g;

Reference yield:

(2R)-3-(tert-butoxycarbonyl)-6,6,6-trifluoro-2-(3,3,3-trifluoropropyl)hexanoic acid → (2S,3R)-6,6,6-trifluoro-3-(((35)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoic acid (1401067-34-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide; diethylaluminium chloride / n-heptane; hexane; tetrahydrofuran; ethylbenzene

1.2: 2.25 h / 30 °C

2.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 20 - 25 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 0 - 25 °C / Inert atmosphere

With diethylaluminium chloride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; hexane; n-heptane; dichloromethane; ethylbenzene; N,N-dimethyl-formamide;

upstream raw materials:

(S)-3-amino-1-methyl-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one

3-amino-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one

(2R,3S)-3-(tert-butoxycarbonyl)-6,6,6-trifluoro-2-(3,3,3-trifluoropropyl)hexanoic acid

tert-butyl (2S,3R)-6,6,6-trifluoro-3-(((3S)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)carbamoyl)-2-(3,3,3-trifluoropropyl)hexanoate

Downstream raw materials:

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

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

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

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

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