Technology Process of (2R,3S)-N-((3S)-5-( 4-chlorophenyl)-9-cyclopropyl-2-oxo-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)-3-(cyclopropylmethyl)-2-(3,3,3-trifluoropropyl)succinamide
There total 20 articles about (2R,3S)-N-((3S)-5-( 4-chlorophenyl)-9-cyclopropyl-2-oxo-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)-3-(cyclopropylmethyl)-2-(3,3,3-trifluoropropyl)succinamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
tetrahydrofuran; isopropyl alcohol;
for 3.5h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C
2.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 °C
2.2: 2 h / -78 °C
2.3: 16 h / 20 °C
3.1: triphenylphosphine / tetrahydrofuran; water / 3 h / 20 °C
4.1: trifluoroacetic acid; methoxybenzene; trifluorormethanesulfonic acid / 16 h / 20 °C
5.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 1 h / 20 °C
6.1: palladium diacetate; potassium phosphate; tricyclohexylphosphine / toluene; water / 5 h / 90 - 100 °C / Inert atmosphere
6.2: CHIRALPAK? IA / Supercritical conditions; liquid CO2
7.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ammonia / tetrahydrofuran; isopropyl alcohol / 3.5 h / Inert atmosphere
With
potassium phosphate; trifluorormethanesulfonic acid; ammonia; palladium diacetate; potassium carbonate; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; methoxybenzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium diisopropyl amide; tricyclohexylphosphine;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triphenylphosphine / tetrahydrofuran; water / 3 h / 20 °C
2.1: trifluoroacetic acid; methoxybenzene; trifluorormethanesulfonic acid / 16 h / 20 °C
3.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 1 h / 20 °C
4.1: palladium diacetate; potassium phosphate; tricyclohexylphosphine / toluene; water / 5 h / 90 - 100 °C / Inert atmosphere
4.2: CHIRALPAK? IA / Supercritical conditions; liquid CO2
5.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ammonia / tetrahydrofuran; isopropyl alcohol / 3.5 h / Inert atmosphere
With
potassium phosphate; trifluorormethanesulfonic acid; ammonia; palladium diacetate; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; methoxybenzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; trifluoroacetic acid; tricyclohexylphosphine;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene;