(2R,4S,6S)-(+)-N-benzyzoxycalboyl-4,6-dimethyl-2-methylesterpropylpiperidine

Base Information

Chemical Name:(2R,4S,6S)-(+)-N-benzyzoxycalboyl-4,6-dimethyl-2-methylesterpropylpiperidine
CAS No.:1358526-64-3
Molecular Formula:C₁₉H₂₇NO₄
Molecular Weight:333.428
Hs Code.:

Synonyms:

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Chemical Property of (2R,4S,6S)-(+)-N-benzyzoxycalboyl-4,6-dimethyl-2-methylesterpropylpiperidine

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Technology Process of (2R,4S,6S)-(+)-N-benzyzoxycalboyl-4,6-dimethyl-2-methylesterpropylpiperidine

There total 12 articles about (2R,4S,6S)-(+)-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:

Reference yield:

: C₂₉H₄₃NO₄Si

: 1358526-64-3
(2R,4S,6S)-(+)-N-benzyzoxycalboyl-4,6-dimethyl-2-methylesterpropylpiperidine

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 / 12 h / 20 °C / 7600.51 Torr / Autoclave

7: potassium carbonate / tetrahydrofuran; water / 1 h / 0 °C

8: hydrogenchloride / tetrahydrofuran; water / 2 h / 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

Reference yield:

: C₂₉H₄₃NO₄Si

: 1358526-64-3
(2R,4S,6S)-(+)-N-benzyzoxycalboyl-4,6-dimethyl-2-methylesterpropylpiperidine

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 / 12 h / 20 °C / 7600.51 Torr / Autoclave

8: potassium carbonate / tetrahydrofuran; water / 1 h / 0 °C

9: hydrogenchloride / tetrahydrofuran; water / 2 h / 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

Reference yield:

: 1358526-82-5
C₃₄H₅₁NO₅SSi

: 1358526-64-3
(2R,4S,6S)-(+)-N-benzyzoxycalboyl-4,6-dimethyl-2-methylesterpropylpiperidine

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 / 12 h / 20 °C / 7600.51 Torr / Autoclave

4: potassium carbonate / tetrahydrofuran; water / 1 h / 0 °C

5: hydrogenchloride / tetrahydrofuran; water / 2 h / 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