Technology Process of (S)-tert-butyl (5-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamate
There total 6 articles about (S)-tert-butyl (5-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-cyano-4-isopropoxybenzoic acid;
With
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
N,N-dimethyl-formamide;
for 0.5h;
(S)-tert-butyl (5-(N-hydroxycarbamimidoyl)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamate;
In
N,N-dimethyl-formamide;
at 20 - 90 ℃;
for 16.5h;
- Guidance literature:
-
Multi-step reaction with 6 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
With
diphenyl phosphoryl azide; hydroxylamine hydrochloride; hydrogen; triethylammonium formate; 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-methyl-pyrrolidin-2-one; methanol; ethanol; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 5 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
With
diphenyl phosphoryl azide; hydroxylamine hydrochloride; hydrogen; triethylammonium formate; 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
methanol; ethanol; N,N-dimethyl-formamide; toluene;