Technology Process of (5R,6S)-5-(benzyloxy)-6-<(1S,2R)-3-hydroxy-1,2-(isopropylidenedioxy)propyl>-2-piperidone
There total 15 articles about (5R,6S)-5-(benzyloxy)-6-<(1S,2R)-3-hydroxy-1,2-(isopropylidenedioxy)propyl>-2-piperidone 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 9 steps
1: 1.) NaH / 1.) DMF, 0 deg C, 5 min, 2.) RT, 1 h
2: 80percent aq. acetic acid / 4 h / 100 °C
3: concd. H2SO4 / 4 h / Ambient temperature
4: 82 percent / sodium methoxide / methanol / 0.08 h / Ambient temperature
5: 64 percent / pyridine, triethylamine / 6 h / Ambient temperature
6: 60 percent / benzene / 3 h / Heating
7: 88 percent / camphorsulfonic acid / acetone / 2 h / Ambient temperature
8: H2 / Raney nickel W-4 / ethanol / 36 h / 760 Torr / Ambient temperature
9: Bu4NF / tetrahydrofuran / 4 h / Ambient temperature
With
pyridine; sulfuric acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; sodium hydride; acetic acid; triethylamine;
Raney nickel W-4;
In
tetrahydrofuran; methanol; ethanol; acetone; benzene;
DOI:10.1021/jo00257a003
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 80percent aq. acetic acid / 4 h / 100 °C
2: concd. H2SO4 / 4 h / Ambient temperature
3: 82 percent / sodium methoxide / methanol / 0.08 h / Ambient temperature
4: 64 percent / pyridine, triethylamine / 6 h / Ambient temperature
5: 60 percent / benzene / 3 h / Heating
6: 88 percent / camphorsulfonic acid / acetone / 2 h / Ambient temperature
7: H2 / Raney nickel W-4 / ethanol / 36 h / 760 Torr / Ambient temperature
8: Bu4NF / tetrahydrofuran / 4 h / Ambient temperature
With
pyridine; sulfuric acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; acetic acid; triethylamine;
Raney nickel W-4;
In
tetrahydrofuran; methanol; ethanol; acetone; benzene;
DOI:10.1021/jo00257a003
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 1.) NaH / 1.) DMF, 0 deg C, 5 min, 2.) RT, 1 h
2: 80percent aq. acetic acid / 4 h / 100 °C
3: concd. H2SO4 / 4 h / Ambient temperature
4: 82 percent / sodium methoxide / methanol / 0.08 h / Ambient temperature
5: 64 percent / pyridine, triethylamine / 6 h / Ambient temperature
6: 60 percent / benzene / 3 h / Heating
7: 88 percent / camphorsulfonic acid / acetone / 2 h / Ambient temperature
8: H2 / Raney nickel W-4 / ethanol / 36 h / 760 Torr / Ambient temperature
9: Bu4NF / tetrahydrofuran / 4 h / Ambient temperature
With
pyridine; sulfuric acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; sodium hydride; acetic acid; triethylamine;
Raney nickel W-4;
In
tetrahydrofuran; methanol; ethanol; acetone; benzene;
DOI:10.1021/jo00257a003
