Technology Process of (S)-N-(5-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)-3-hydroxyazetidine-1-carboxamide
There total 9 articles about (S)-N-(5-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)-3-hydroxyazetidine-1-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(S)-5-(3-(5-amino-5,6,7,8-tetrahydronaphthalen-1-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile; 1,1'-carbonyldiimidazole;
With
triethylamine;
In
dichloromethane;
for 15h;
azetidine-3-ol;
In
dichloromethane;
at 20 ℃;
for 4h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: triethylammonium formate / chloro {[(1S,2S)-(+)-2-amino-1,2-diphenylethyl]((4-toluenesulfonyl)amido)(p-cymene)}ruthenium(ll) / 15 h / 30 °C
2.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 6 h / 0 - 20 °C
3.1: triethylamine; hydrogen / palladium 10% on activated carbon / methanol / 3 h
4.1: hydroxylamine hydrochloride; triethylamine / ethanol / 15 h / 85 °C
5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h
5.2: 16.5 h / 20 - 90 °C
6.1: hydrogenchloride / 1,4-dioxane / 5.5 h / 60 °C
7.1: sodium hydrogencarbonate / ethyl acetate; water
8.1: triethylamine / dichloromethane / 15 h
8.2: 4 h / 20 °C
With
hydrogenchloride; diphenyl phosphoryl azide; hydroxylamine hydrochloride; hydrogen; triethylammonium formate; sodium hydrogencarbonate; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
chloro {[(1S,2S)-(+)-2-amino-1,2-diphenylethyl]((4-toluenesulfonyl)amido)(p-cymene)}ruthenium(ll); palladium 10% on activated carbon;
In
1,4-dioxane; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: tetrakis(triphenylphosphine) palladium(0) / 1-methyl-pyrrolidin-2-one / 5 h / 110 °C / Inert atmosphere
2.1: triethylammonium formate / chloro {[(1S,2S)-(+)-2-amino-1,2-diphenylethyl]((4-toluenesulfonyl)amido)(p-cymene)}ruthenium(ll) / 15 h / 30 °C
3.1: diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 6 h / 0 - 20 °C
4.1: triethylamine; hydrogen / palladium 10% on activated carbon / methanol / 3 h
5.1: hydroxylamine hydrochloride; triethylamine / ethanol / 15 h / 85 °C
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h
6.2: 16.5 h / 20 - 90 °C
7.1: hydrogenchloride / 1,4-dioxane / 5.5 h / 60 °C
8.1: sodium hydrogencarbonate / ethyl acetate; water
9.1: triethylamine / dichloromethane / 15 h
9.2: 4 h / 20 °C
With
hydrogenchloride; diphenyl phosphoryl azide; hydroxylamine hydrochloride; hydrogen; triethylammonium formate; sodium hydrogencarbonate; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
tetrakis(triphenylphosphine) palladium(0); chloro {[(1S,2S)-(+)-2-amino-1,2-diphenylethyl]((4-toluenesulfonyl)amido)(p-cymene)}ruthenium(ll); palladium 10% on activated carbon;
In
1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;