Technology Process of (2R,4R,6R)-(+)-N-benzyzoxycalboyl-4,6-dimethyl-2-methylesterpropylpiperidine
There total 11 articles about (2R,4R,6R)-(+)-N-benzyzoxycalboyl-4,6-dimethyl-2-methylesterpropylpiperidine which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: hydrogen / ethanol / 2 h / 20 °C
2: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 0 °C
3: dmap; triethylamine / dichloromethane / 2 h / 20 °C
4: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium iodide / 1,2-dimethoxyethane / 3 h / 80 °C
5: diethyl ether / 2 h / 20 °C
6: 20 % Pd(OH)2/C; hydrogen / methanol / 24 h / 20 °C / 7600.51 Torr / Autoclave
7: potassium carbonate / tetrahydrofuran; water / 2 h / 0 °C
8: hydrogenchloride / tetrahydrofuran; water / 1 h / 0 - 20 °C
9: Jones reagent / acetone / 1 h / 0 - 20 °C
10: ethyl acetate / 0.5 h / 0 °C
With
hydrogenchloride; dmap; Jones reagent; 2,2'-azobis(isobutyronitrile); 20 % Pd(OH)2/C; hydrogen; tri-n-butyl-tin hydride; potassium carbonate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium iodide;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; acetone; toluene;
9: Jones oxidation;
DOI:10.1021/jo202350z
- Guidance literature:
-
Multi-step reaction with 11 steps
1: deuterated DMF / 1.5 h / 70 °C
2: hydrogen / ethanol / 2 h / 20 °C
3: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 0 °C
4: dmap; triethylamine / dichloromethane / 2 h / 20 °C
5: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium iodide / 1,2-dimethoxyethane / 3 h / 80 °C
6: hexane; toluene / 2 h / 0 - 20 °C
7: 20 % Pd(OH)2/C; hydrogen / methanol / 24 h / 20 °C / 7600.51 Torr / Autoclave
8: potassium carbonate / tetrahydrofuran; water / 2 h / 0 °C
9: hydrogenchloride / tetrahydrofuran; water / 1 h / 0 - 20 °C
10: Jones reagent / acetone / 1 h / 0 - 20 °C
11: ethyl acetate / 0.5 h / 0 °C
With
hydrogenchloride; dmap; Jones reagent; 2,2'-azobis(isobutyronitrile); 20 % Pd(OH)2/C; hydrogen; tri-n-butyl-tin hydride; potassium carbonate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium iodide;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; deuterated DMF; water; ethyl acetate; acetone; toluene;
10: Jones oxidation;
DOI:10.1021/jo202350z
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium iodide / 1,2-dimethoxyethane / 3 h / 80 °C
2: hexane; toluene / 2 h / 0 - 20 °C
3: 20 % Pd(OH)2/C; hydrogen / methanol / 24 h / 20 °C / 7600.51 Torr / Autoclave
4: potassium carbonate / tetrahydrofuran; water / 2 h / 0 °C
5: hydrogenchloride / tetrahydrofuran; water / 1 h / 0 - 20 °C
6: Jones reagent / acetone / 1 h / 0 - 20 °C
7: ethyl acetate / 0.5 h / 0 °C
With
hydrogenchloride; Jones reagent; 2,2'-azobis(isobutyronitrile); 20 % Pd(OH)2/C; hydrogen; tri-n-butyl-tin hydride; potassium carbonate; sodium iodide;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; water; ethyl acetate; acetone; toluene;
6: Jones oxidation;
DOI:10.1021/jo202350z