Technology Process of (2S,3R)-ethyl 3-(ethoxycarbonyl)-2-hydroxy-tricosanoate
There total 8 articles about (2S,3R)-ethyl 3-(ethoxycarbonyl)-2-hydroxy-tricosanoate 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:
-
With
10 wt% Pd(OH)2 on carbon; hydrogen;
In
ethanol; dichloromethane;
at 20 ℃;
for 22h;
Inert atmosphere;
DOI:10.1021/acs.joc.7b03269
- Guidance literature:
-
Diethyl (S)-malate;
With
lithium diisopropyl amide;
In
tetrahydrofuran; hexanes;
at -78 - -20 ℃;
for 2.33333h;
Inert atmosphere;
1-iodoeicosane;
In
tetrahydrofuran; hexanes;
at -78 - 0 ℃;
for 4h;
Inert atmosphere;
With
ammonium chloride;
In
tetrahydrofuran; hexanes;
optical yield given as %de;
diastereoselective reaction;
Saturated solution;
Inert atmosphere;
DOI:10.1002/ejoc.201101472
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: lithium diisopropyl amide / tetrahydrofuran; hexanes / 2.33 h / -78 - -20 °C / Inert atmosphere
1.2: 2 h / -78 - -20 °C / Inert atmosphere
1.3: Saturated solution; Inert atmosphere
2.1: 5%-palladium/activated carbon; hydrogen / ethanol; dichloromethane / 20 °C / Inert atmosphere
With
5%-palladium/activated carbon; hydrogen; lithium diisopropyl amide;
In
tetrahydrofuran; hexanes; ethanol; dichloromethane;
1.1: Frater-Seebach alkylation;
DOI:10.1002/ejoc.201101472
