Technology Process of 4-((1R,2S)-2-(2-(4-(1H-tetrazol-1-yl)phenoxy)ethyl)cyclopropyl)piperidine-1-carbonitrile
There total 11 articles about 4-((1R,2S)-2-(2-(4-(1H-tetrazol-1-yl)phenoxy)ethyl)cyclopropyl)piperidine-1-carbonitrile which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: di-tert-butyl-diazodicarboxylate / dichloromethane / 3 h / 20 °C
2.1: hydrogen / palladium 10% on activated carbon / methanol / 4 h / 20 °C
3.1: potassium carbonate / chloroform
3.2: 20 °C / Reflux
With
di-tert-butyl-diazodicarboxylate; hydrogen; potassium carbonate;
palladium 10% on activated carbon;
In
methanol; dichloromethane; chloroform;
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: n-butyllithium / hexane; tetrahydrofuran / 0.08 h / -78 °C
1.2: 1 h / -78 °C
2.1: hydrogen; quinoline / Lindlars catalyst / ethyl acetate / 0.67 h
3.1: diethylzinc / dichloromethane; diethyl ether / 0.17 h / -20 °C / Inert atmosphere
3.2: 0.17 h
3.3: 24 h / 0 °C
4.1: hydrogen / palladium(II) hydroxide / ethyl acetate; ethanol / 2585.81 Torr
4.2: 0 °C
4.3: 0.5 h / 20 °C
5.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
6.1: triethylamine / dichloromethane / 20 °C
7.1: triethylamine / ethyl acetate / 4 h / Reflux
8.1: sodium hydrogencarbonate; dipotassium hydrogenphosphate / water; dimethyl sulfoxide; methanol / 7 h / 0 - 25 °C / pH 7 - 8
9.1: di-tert-butyl-diazodicarboxylate / dichloromethane / 3 h / 20 °C
10.1: hydrogen / palladium 10% on activated carbon / methanol / 4 h / 20 °C
11.1: potassium carbonate / chloroform
11.2: 20 °C / Reflux
With
quinoline; hydrogenchloride; dipotassium hydrogenphosphate; n-butyllithium; di-tert-butyl-diazodicarboxylate; hydrogen; diethylzinc; sodium hydrogencarbonate; potassium carbonate; triethylamine;
palladium 10% on activated carbon; palladium(II) hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; hexane; dichloromethane; chloroform; water; dimethyl sulfoxide; ethyl acetate;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: hydrogen; quinoline / Lindlars catalyst / ethyl acetate / 0.67 h
2.1: diethylzinc / dichloromethane; diethyl ether / 0.17 h / -20 °C / Inert atmosphere
2.2: 0.17 h
2.3: 24 h / 0 °C
3.1: hydrogen / palladium(II) hydroxide / ethyl acetate; ethanol / 2585.81 Torr
3.2: 0 °C
3.3: 0.5 h / 20 °C
4.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
5.1: triethylamine / dichloromethane / 20 °C
6.1: triethylamine / ethyl acetate / 4 h / Reflux
7.1: sodium hydrogencarbonate; dipotassium hydrogenphosphate / water; dimethyl sulfoxide; methanol / 7 h / 0 - 25 °C / pH 7 - 8
8.1: di-tert-butyl-diazodicarboxylate / dichloromethane / 3 h / 20 °C
9.1: hydrogen / palladium 10% on activated carbon / methanol / 4 h / 20 °C
10.1: potassium carbonate / chloroform
10.2: 20 °C / Reflux
With
quinoline; hydrogenchloride; dipotassium hydrogenphosphate; di-tert-butyl-diazodicarboxylate; hydrogen; diethylzinc; sodium hydrogencarbonate; potassium carbonate; triethylamine;
palladium 10% on activated carbon; palladium(II) hydroxide;
In
1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; chloroform; water; dimethyl sulfoxide; ethyl acetate;
