Technology Process of tert-butyl (4S)-1-[(2S)-3-(acetylsulfanyl)-2-methylpropanoyl]-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate
There total 7 articles about tert-butyl (4S)-1-[(2S)-3-(acetylsulfanyl)-2-methylpropanoyl]-4-{[(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]amino}-L-prolinate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium hydrogencarbonate / 1,4-dioxane; water / 12.25 h / 25 °C / Inert atmosphere; Cooling
2.1: potassium carbonate / benzyltrimethylammonium chloride / N,N-dimethyl acetamide / 12 h / 50 - 55 °C / Industry scale
3.1: triethylamine / dichloromethane / 12.5 h / 0 - 25 °C
4.1: sodium azide / N,N-dimethyl-formamide / 5 h / 50 - 60 °C
5.1: triphenylphosphine / tetrahydrofuran / 25 °C
5.2: 3 h / Reflux
6.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12.25 h / 0 - 25 °C
7.1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / 80 °C
8.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12.25 h / 0 - 25 °C
With
sodium azide; ammonium formate; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine;
palladium 10% on activated carbon; benzyltrimethylammonium chloride;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: potassium carbonate / benzyltrimethylammonium chloride / N,N-dimethyl acetamide / 12 h / 50 - 55 °C / Industry scale
2.1: triethylamine / dichloromethane / 12.5 h / 0 - 25 °C
3.1: sodium azide / N,N-dimethyl-formamide / 5 h / 50 - 60 °C
4.1: triphenylphosphine / tetrahydrofuran / 25 °C
4.2: 3 h / Reflux
5.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12.25 h / 0 - 25 °C
6.1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / 80 °C
7.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12.25 h / 0 - 25 °C
With
sodium azide; ammonium formate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine;
palladium 10% on activated carbon; benzyltrimethylammonium chloride;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 2 steps
1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / 80 °C
2: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12.25 h / 0 - 25 °C
With
ammonium formate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
palladium 10% on activated carbon;
In
methanol; N,N-dimethyl-formamide;