Technology Process of 2-Oxazolidinone,
3-[(2E)-5-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-2-pentenyl]-4-
phenyl-, (4S)-
There total 4 articles about 2-Oxazolidinone,
3-[(2E)-5-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-2-pentenyl]-4-
phenyl-, (4S)- 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:
-
(E)-5-(N-phthalimido)-pent-2-enoic acid;
With
pivaloyl chloride; trimethylamine;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
(S)-4-phenyl-2-oxazolidinone;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.416667h;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
DOI:10.1021/ol0351347
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 86 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
2.1: 95 percent / NaOH; Et3N / CH2Cl2; H2O / 1 h / 20 °C
3.1: TFA / CH2Cl2 / 2 h / 20 °C
4.1: trimethylamine; trimethylacetyl chloride / tetrahydrofuran / 1 h / 0 °C
4.2: n-BuLi / tetrahydrofuran; hexane / 0.42 h / -78 °C
4.3: 2.31 g / tetrahydrofuran; hexane / -78 - 20 °C
With
sodium hydroxide; oxalyl dichloride; pivaloyl chloride; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; trimethylamine;
In
tetrahydrofuran; dichloromethane; water;
1.1: Swern oxidation / 2.1: Wittig olefination;
DOI:10.1021/ol0351347
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 95 percent / NaOH; Et3N / CH2Cl2; H2O / 1 h / 20 °C
2.1: TFA / CH2Cl2 / 2 h / 20 °C
3.1: trimethylamine; trimethylacetyl chloride / tetrahydrofuran / 1 h / 0 °C
3.2: n-BuLi / tetrahydrofuran; hexane / 0.42 h / -78 °C
3.3: 2.31 g / tetrahydrofuran; hexane / -78 - 20 °C
With
sodium hydroxide; pivaloyl chloride; triethylamine; trifluoroacetic acid; trimethylamine;
In
tetrahydrofuran; dichloromethane; water;
1.1: Wittig olefination;
DOI:10.1021/ol0351347
