Technology Process of (2'R,4R,Z)-3-(4'-benzyloxyl-2'-allylbut-3'-enoyl)-4,5,5-triphenyloxazolidinone
There total 9 articles about (2'R,4R,Z)-3-(4'-benzyloxyl-2'-allylbut-3'-enoyl)-4,5,5-triphenyloxazolidinone 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:
-
(4R,E)-3-(4'-benzyloxybut-2'-enoyl)-4,5,5-triphenyloxazolidinone;
With
lithium chloride;
In
tetrahydrofuran;
at -60 ℃;
for 0.25h;
Inert atmosphere;
With
potassium hexamethylsilazane;
In
tetrahydrofuran;
at -60 ℃;
for 0.5h;
Inert atmosphere;
allyl bromide;
In
tetrahydrofuran;
at -45 ℃;
for 7h;
stereoselective reaction;
Inert atmosphere;
DOI:10.1016/j.tet.2015.05.037
- Guidance literature:
-
C32H27NO4;
With
potassium hexamethylsilazane; lithium chloride;
In
tetrahydrofuran;
at -60 ℃;
for 0.5h;
Inert atmosphere;
allyl bromide;
In
tetrahydrofuran;
at -60 - -45 ℃;
for 7h;
Inert atmosphere;
With
ammonium chloride;
In
tetrahydrofuran;
optical yield given as %de;
diastereoselective reaction;
Inert atmosphere;
Saturated solution;
DOI:10.1016/j.tetlet.2012.06.133
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: triphenylphosphine; acetic acid / toluene / 18 h / 110 °C
2.1: lithium hydroxide / tetrahydrofuran; water / 18 h / 25 °C
3.1: lithium chloride; triethylamine; pivaloyl chloride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
3.2: 18 h / 0 - 20 °C / Inert atmosphere
4.1: lithium chloride / tetrahydrofuran / 0.25 h / -60 °C / Inert atmosphere
4.2: 0.5 h / -60 °C / Inert atmosphere
4.3: 7 h / -45 °C / Inert atmosphere
With
pivaloyl chloride; acetic acid; triethylamine; triphenylphosphine; lithium chloride; lithium hydroxide;
In
tetrahydrofuran; water; toluene;
DOI:10.1016/j.tet.2015.05.037