Technology Process of (2R,4S,6S)-(-)-N-benzoxycalboyl-4,6-dimethyl-3-methylesterpropylpiperidine
There total 12 articles about (2R,4S,6S)-(-)-N-benzoxycalboyl-4,6-dimethyl-3-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 11 steps
1: magnesium / methanol / 2 h / 20 °C
2: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 0 °C
3: platinum(IV) oxide; hydrogen / tetrahydrofuran / 3 h / 20 °C
4: diethyl ether / 0 °C
5: 20 % Pd(OH)2/C; hydrogen / methanol / 12 h / 20 °C / 7600.51 Torr / Autoclave
6: potassium carbonate / TETRAHYDROPYRANE; water / 2 h / 0 °C
7: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 2.08 h / 0 - 20 °C
8: sodium tetrahydroborate / dimethyl sulfoxide / 1 h / 90 °C
9: hydrogenchloride / tetrahydrofuran; water / 1 h / 0 - 20 °C
10: Jones reagent / acetone / 2 h / 0 - 20 °C
11: ethyl acetate / 0.5 h / 0 °C
With
hydrogenchloride; platinum(IV) oxide; sodium tetrahydroborate; Jones reagent; carbon tetrabromide; 20 % Pd(OH)2/C; hydrogen; potassium carbonate; magnesium; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; TETRAHYDROPYRANE; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetone; toluene;
10: Jones oxidation;
DOI:10.1021/jo202350z
- Guidance literature:
-
Multi-step reaction with 8 steps
1: diethyl ether / 0 °C
2: 20 % Pd(OH)2/C; hydrogen / methanol / 12 h / 20 °C / 7600.51 Torr / Autoclave
3: potassium carbonate / TETRAHYDROPYRANE; water / 2 h / 0 °C
4: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 2.08 h / 0 - 20 °C
5: sodium tetrahydroborate / dimethyl sulfoxide / 1 h / 90 °C
6: hydrogenchloride / tetrahydrofuran; water / 1 h / 0 - 20 °C
7: Jones reagent / acetone / 2 h / 0 - 20 °C
8: ethyl acetate / 0.5 h / 0 °C
With
hydrogenchloride; sodium tetrahydroborate; Jones reagent; carbon tetrabromide; 20 % Pd(OH)2/C; hydrogen; potassium carbonate; triethylamine; triphenylphosphine;
In
tetrahydrofuran; TETRAHYDROPYRANE; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetone;
7: Jones oxidation;
DOI:10.1021/jo202350z
- Guidance literature:
-
Multi-step reaction with 10 steps
1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 0 °C
2: platinum(IV) oxide; hydrogen / tetrahydrofuran / 3 h / 20 °C
3: diethyl ether / 0 °C
4: 20 % Pd(OH)2/C; hydrogen / methanol / 12 h / 20 °C / 7600.51 Torr / Autoclave
5: potassium carbonate / TETRAHYDROPYRANE; water / 2 h / 0 °C
6: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 2.08 h / 0 - 20 °C
7: sodium tetrahydroborate / dimethyl sulfoxide / 1 h / 90 °C
8: hydrogenchloride / tetrahydrofuran; water / 1 h / 0 - 20 °C
9: Jones reagent / acetone / 2 h / 0 - 20 °C
10: ethyl acetate / 0.5 h / 0 °C
With
hydrogenchloride; platinum(IV) oxide; sodium tetrahydroborate; Jones reagent; carbon tetrabromide; 20 % Pd(OH)2/C; hydrogen; potassium carbonate; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; TETRAHYDROPYRANE; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; acetone; toluene;
9: Jones oxidation;
DOI:10.1021/jo202350z