(3S,1'S)-3-((1-carboxy-3-phenylpropyl)amino)-2-oxo-2,3,4,5-tetrahydro-1H-pyrrolo<1,2-b><1,2>diazepine-1-acetic acid

Base Information

Chemical Name:(3S,1'S)-3-((1-carboxy-3-phenylpropyl)amino)-2-oxo-2,3,4,5-tetrahydro-1H-pyrrolo<1,2-b><1,2>diazepine-1-acetic acid
CAS No.:140677-42-5
Molecular Formula:C₂₀H₂₃N₃O₅
Molecular Weight:385.42
Hs Code.:

Synonyms:(3S,1'S)-3-((1-carboxy-3-phenylpropyl)amino)-2-oxo-2,3,4,5-tetrahydro-1H-pyrrolo<1,2-b><1,2>diazepine-1-acetic acid

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Chemical Property of (3S,1'S)-3-((1-carboxy-3-phenylpropyl)amino)-2-oxo-2,3,4,5-tetrahydro-1H-pyrrolo<1,2-b><1,2>diazepine-1-acetic acid

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Technology Process of (3S,1'S)-3-((1-carboxy-3-phenylpropyl)amino)-2-oxo-2,3,4,5-tetrahydro-1H-pyrrolo<1,2-b><1,2>diazepine-1-acetic acid

There total 9 articles about (3S,1'S)-3-((1-carboxy-3-phenylpropyl)amino)-2-oxo-2,3,4,5-tetrahydro-1H-pyrrolo<1,2-b><1,2>diazepine-1-acetic 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: 57.0%

: 140677-50-5
(3S,1'S)-ethyl-3-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-2-oxo-2,3,4,5-tetrahydro-1H-pyrrolo<1,2-b><1,2>diazepine-1-acetate

: 140677-42-5
(3S,1'S)-3-((1-carboxy-3-phenylpropyl)amino)-2-oxo-2,3,4,5-tetrahydro-1H-pyrrolo<1,2-b><1,2>diazepine-1-acetic acid

Guidance literature:: With sodium hydroxide; In methanol; Ambient temperature;
DOI:10.1021/jo00039a007

Reference yield:

: 140677-44-7
(S)-3-(benzyloxycarbonyl)-4-(6,6-(ethylenedioxy)-3-oxohexyl)oxazolidin-5-one

: 140677-42-5
(3S,1'S)-3-((1-carboxy-3-phenylpropyl)amino)-2-oxo-2,3,4,5-tetrahydro-1H-pyrrolo<1,2-b><1,2>diazepine-1-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 12 percent / NaOAc / methanol / 0.5 h / 50 °C

2: 66 percent / 20percent HCl / tetrahydrofuran / 0.25 h / 50 °C

3: 89 percent / H₂ / 10percent Pd/C / ethanol / 2 h / 760 Torr / Ambient temperature

4: 23 percent / NEt₃, KI / acetonitrile / Heating

5: 57 percent / 1 N NaOH / methanol / Ambient temperature

With hydrogenchloride; sodium hydroxide; hydrogen; sodium acetate; triethylamine; potassium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; acetonitrile;
DOI:10.1021/jo00039a007

Reference yield:

: 140677-46-9
(S)-2-((benzyloxycarbonyl)amino)-4-(1-amino-2-pyrrolyl)butanoic acid

: 140677-42-5
(3S,1'S)-3-((1-carboxy-3-phenylpropyl)amino)-2-oxo-2,3,4,5-tetrahydro-1H-pyrrolo<1,2-b><1,2>diazepine-1-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 53 percent / DCC / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 61 percent / NaOEt / ethanol / 40 °C

3: 89 percent / H₂ / 10percent Pd/C / ethanol / 2 h / 760 Torr / Ambient temperature

4: 23 percent / NEt₃, KI / acetonitrile / Heating

5: 57 percent / 1 N NaOH / methanol / Ambient temperature

With sodium hydroxide; hydrogen; sodium ethanolate; triethylamine; dicyclohexyl-carbodiimide; potassium iodide; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1021/jo00039a007