Technology Process of (2S,3R)-3-hydroxy-2-(2-oxopropyl)piperidine-1-carboxylic acid benzyl ester
There total 11 articles about (2S,3R)-3-hydroxy-2-(2-oxopropyl)piperidine-1-carboxylic acid benzyl ester 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:
-
C21H29NO6;
With
ammonium cerium (IV) nitrate;
In
acetonitrile;
for 0.833333h;
Reflux;
With
boron trifluoride diethyl etherate;
In
acetonitrile;
at 20 ℃;
for 0.25h;
diastereoselective reaction;
DOI:10.1016/j.tetlet.2018.03.035
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 1H-imidazole / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere
2.2: 2.5 h / 0 - 20 °C / Inert atmosphere
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran; acetic acid / 24 h / 20 °C
4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere
4.2: 2 h / -78 - 20 °C / Inert atmosphere
5.1: L-proline; Nitrosobenzene / dimethyl sulfoxide / 0.5 h / 20 °C / Inert atmosphere
5.2: 20 h / 20 °C / Inert atmosphere
6.1: ammonium cerium (IV) nitrate / acetonitrile / 0.83 h / Reflux
6.2: 0.25 h / 20 °C
With
1H-imidazole; n-butyllithium; ammonium cerium (IV) nitrate; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; Nitrosobenzene; L-proline;
In
tetrahydrofuran; hexane; dichloromethane; acetic acid; dimethyl sulfoxide; acetonitrile;
5.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.tetlet.2018.03.035
- Guidance literature:
-
With
boron trifluoride diethyl etherate;
In
acetonitrile;
at 20 ℃;
for 0.166667h;
Overall yield = 73 %; Overall yield = 131 mg; diastereoselective reaction;
DOI:10.1016/j.tet.2017.07.041
