[(S)-2-Oxo-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-2,3,4,5-tetrahydro-pyrrolo[1,2-b][1,2]diazepin-1-yl]-acetic acid ethyl ester

Base Information

Chemical Name:[(S)-2-Oxo-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-2,3,4,5-tetrahydro-pyrrolo[1,2-b][1,2]diazepin-1-yl]-acetic acid ethyl ester
CAS No.:140677-54-9
Molecular Formula:C₂₂H₂₄F₃N₃O₅
Molecular Weight:467.445
Hs Code.:

Synonyms:[(S)-2-Oxo-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-2,3,4,5-tetrahydro-pyrrolo[1,2-b][1,2]diazepin-1-yl]-acetic acid ethyl ester

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Chemical Property of [(S)-2-Oxo-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-2,3,4,5-tetrahydro-pyrrolo[1,2-b][1,2]diazepin-1-yl]-acetic acid ethyl ester

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Technology Process of [(S)-2-Oxo-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-2,3,4,5-tetrahydro-pyrrolo[1,2-b][1,2]diazepin-1-yl]-acetic acid ethyl ester

There total 10 articles about [(S)-2-Oxo-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-2,3,4,5-tetrahydro-pyrrolo[1,2-b][1,2]diazepin-1-yl]-acetic acid ethyl ester 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: 77.0%

: 39637-99-5,20445-33-4
(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride

: 140677-49-2
(S)-ethyl 3-amino-2-oxo-2,3,4,5-tetrahydro-1H-pyrrolo<1,2-b><1,2>diazepine-1-acetate

: 140677-54-9
[(S)-2-Oxo-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-2,3,4,5-tetrahydro-pyrrolo[1,2-b][1,2]diazepin-1-yl]-acetic acid ethyl ester

Guidance literature:: With triethylamine; In dichloromethane;
DOI:10.1021/jo00039a007

Reference yield:

: 58456-26-1
(S)-4-<2'-(Chloroformyl)ethyl>-5-oxooxazolidin-3-carbonsaeure-benzylester

: 140677-54-9
[(S)-2-Oxo-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-2,3,4,5-tetrahydro-pyrrolo[1,2-b][1,2]diazepin-1-yl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1) Mg / 1) THF, r.t., 30 min, 2) THF, -65 deg C, 1 h

2: 12 percent / NaOAc / methanol / 0.5 h / 50 °C

3: 66 percent / 20percent HCl / tetrahydrofuran / 0.25 h / 50 °C

4: 89 percent / H₂ / 10percent Pd/C / ethanol / 2 h / 760 Torr / Ambient temperature

5: 77 percent / NEt₃ / CH₂Cl₂

With hydrogenchloride; hydrogen; sodium acetate; magnesium; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/jo00039a007

Reference yield:

: 23632-67-9
(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid

: 140677-54-9
[(S)-2-Oxo-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionylamino)-2,3,4,5-tetrahydro-pyrrolo[1,2-b][1,2]diazepin-1-yl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / SOCl₂ / CH₂Cl₂; dimethylformamide / 2 h / Ambient temperature

2: 1) Mg / 1) THF, r.t., 30 min, 2) THF, -65 deg C, 1 h

3: 12 percent / NaOAc / methanol / 0.5 h / 50 °C

4: 66 percent / 20percent HCl / tetrahydrofuran / 0.25 h / 50 °C

5: 89 percent / H₂ / 10percent Pd/C / ethanol / 2 h / 760 Torr / Ambient temperature

6: 77 percent / NEt₃ / CH₂Cl₂

With hydrogenchloride; thionyl chloride; hydrogen; sodium acetate; magnesium; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00039a007