Technology Process of N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide
There total 6 articles about N-[(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 20 ℃;
for 24h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 20 h / 20 °C
2: triethylamine / tetrahydrofuran / 4.17 h / 0 - 20 °C / Inert atmosphere
3: dmap; trifluoromethylsulfonic anhydride / dichloromethane / 20.75 h / 0 - 20 °C / Inert atmosphere
4: water; potassium acetate; potassium iodide / palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 25.5 h / 100 °C
5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 20 °C
With
dmap; trifluoromethylsulfonic anhydride; water; potassium acetate; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide;
palladium diacetate; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 4 steps
1: triethylamine / tetrahydrofuran / 4.17 h / 0 - 20 °C / Inert atmosphere
2: dmap; trifluoromethylsulfonic anhydride / dichloromethane / 20.75 h / 0 - 20 °C / Inert atmosphere
3: water; potassium acetate; potassium iodide / palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 25.5 h / 100 °C
4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 20 °C
With
dmap; trifluoromethylsulfonic anhydride; water; potassium acetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide;
palladium diacetate; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;