Technology Process of benzyl 4-[(1R,2S)-2-(2-{[3-methyl-5-(1H-tetrazol-1-yl)pyridin-2-yl]oxy}ethyl)cyclopropyl] piperidine-1-carboxylate
There total 11 articles about benzyl 4-[(1R,2S)-2-(2-{[3-methyl-5-(1H-tetrazol-1-yl)pyridin-2-yl]oxy}ethyl)cyclopropyl] piperidine-1-carboxylate which
guide to synthetic route it.
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synthetic route:
- 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: sodium hydride / dimethyl sulfoxide; mineral oil / 0.25 h / 45 °C
9.2: 0.83 h / 0 - 20 °C
10.1: sodium tetrahydroborate; methanol; nickel(II) chloride hexahydrate / dichloromethane / 0.42 h / 20 °C
11.1: sodium azide; acetic acid / 3 h / 60 °C
With
quinoline; hydrogenchloride; methanol; sodium tetrahydroborate; dipotassium hydrogenphosphate; n-butyllithium; sodium azide; nickel(II) chloride hexahydrate; hydrogen; diethylzinc; sodium hydride; sodium hydrogencarbonate; acetic acid; triethylamine;
palladium(II) hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; mineral oil;
- 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: sodium hydride / dimethyl sulfoxide; mineral oil / 0.25 h / 45 °C
8.2: 0.83 h / 0 - 20 °C
9.1: sodium tetrahydroborate; methanol; nickel(II) chloride hexahydrate / dichloromethane / 0.42 h / 20 °C
10.1: sodium azide; acetic acid / 3 h / 60 °C
With
quinoline; hydrogenchloride; methanol; sodium tetrahydroborate; dipotassium hydrogenphosphate; sodium azide; nickel(II) chloride hexahydrate; hydrogen; diethylzinc; sodium hydride; sodium hydrogencarbonate; acetic acid; triethylamine;
palladium(II) hydroxide;
In
1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; mineral oil;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: diethylzinc / dichloromethane; diethyl ether / 0.17 h / -20 °C / Inert atmosphere
1.2: 0.17 h
1.3: 24 h / 0 °C
2.1: hydrogen / palladium(II) hydroxide / ethyl acetate; ethanol / 2585.81 Torr
2.2: 0 °C
2.3: 0.5 h / 20 °C
3.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
4.1: triethylamine / dichloromethane / 20 °C
5.1: triethylamine / ethyl acetate / 4 h / Reflux
6.1: sodium hydrogencarbonate; dipotassium hydrogenphosphate / water; dimethyl sulfoxide; methanol / 7 h / 0 - 25 °C / pH 7 - 8
7.1: sodium hydride / dimethyl sulfoxide; mineral oil / 0.25 h / 45 °C
7.2: 0.83 h / 0 - 20 °C
8.1: sodium tetrahydroborate; methanol; nickel(II) chloride hexahydrate / dichloromethane / 0.42 h / 20 °C
9.1: sodium azide; acetic acid / 3 h / 60 °C
With
hydrogenchloride; methanol; sodium tetrahydroborate; dipotassium hydrogenphosphate; sodium azide; nickel(II) chloride hexahydrate; hydrogen; diethylzinc; sodium hydride; sodium hydrogencarbonate; acetic acid; triethylamine;
palladium(II) hydroxide;
In
1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; mineral oil;
