Technology Process of (2R,3R)-N-((3S)-1-(3-cyanophenyl)-6-(difluoromethyl)-4-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl)-3-phenyl-2-(3,3,3-trifluoropropyl)succinamide
There total 11 articles about (2R,3R)-N-((3S)-1-(3-cyanophenyl)-6-(difluoromethyl)-4-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl)-3-phenyl-2-(3,3,3-trifluoropropyl)succinamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
1-hydroxy-7-aza-benzotriazole; ammonia; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
tetrahydrofuran; isopropyl alcohol;
at 20 ℃;
for 2h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium hexamethylsilazane / toluene; tetrahydrofuran / 0.83 h / -78 - 20 °C
1.2: 1.17 h / -78 °C
2.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 20 °C
3.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dichloromethane / 3.5 h / 20 °C / Inert atmosphere
4.1: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C
5.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ammonia / tetrahydrofuran; isopropyl alcohol / 2 h / 20 °C
With
4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; palladium 10% on activated carbon; ammonia; hydrogen; potassium hexamethylsilazane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; isopropyl alcohol; toluene;
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dichloromethane / 3.5 h / 20 °C / Inert atmosphere
2: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C
3: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ammonia / tetrahydrofuran; isopropyl alcohol / 2 h / 20 °C
With
4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; ammonia; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane; isopropyl alcohol;