Technology Process of {(3S,4R)-3-(4-chloro-phenyl)-4-[1-((S)-5-fluoro-pyridin-2-yloxy)-ethyl]-pyrrolidin-1-yl}-piperidin-4-yl-methanone
There total 6 articles about {(3S,4R)-3-(4-chloro-phenyl)-4-[1-((S)-5-fluoro-pyridin-2-yloxy)-ethyl]-pyrrolidin-1-yl}-piperidin-4-yl-methanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C28H35ClFN3O4;
With
trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
for 1h;
With
sodium hydroxide;
In
dichloromethane; water;
at 20 ℃;
pH=10;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: acetylacetonatobis(ethylene)rhodium(I); (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / water; methanol / 8 h / 55 °C / Inert atmosphere
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C
3.1: di-tert-butyl-diazodicarboxylate / PPh3 polymer bound / tetrahydrofuran
4.1: N-ethyl-N,N-diisopropylamine; carbonochloridic acid 1-chloro-ethyl ester / toluene / 1 h / 100 °C
5.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 1 h / 20 °C
5.2: 20 °C
6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
6.2: 20 °C / pH 10
With
lithium aluminium tetrahydride; carbonochloridic acid 1-chloro-ethyl ester; di-tert-butyl-diazodicarboxylate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
acetylacetonatobis(ethylene)rhodium(I); (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl;
In
tetrahydrofuran; methanol; dichloromethane; water; toluene;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: di-tert-butyl-diazodicarboxylate / PPh3 polymer bound / tetrahydrofuran
2.1: N-ethyl-N,N-diisopropylamine; carbonochloridic acid 1-chloro-ethyl ester / toluene / 1 h / 100 °C
3.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 1 h / 20 °C
3.2: 20 °C
4.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
4.2: 20 °C / pH 10
With
carbonochloridic acid 1-chloro-ethyl ester; di-tert-butyl-diazodicarboxylate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
PPh3 polymer bound;
In
tetrahydrofuran; dichloromethane; toluene;