Technology Process of 2-Oxazolidinone,4-methyl-4-[(1E)-2-(1-methyl-1H-pyrrol-2-yl)ethenyl]-,(4R)-(9CI)
There total 8 articles about 2-Oxazolidinone,4-methyl-4-[(1E)-2-(1-methyl-1H-pyrrol-2-yl)ethenyl]-,(4R)-(9CI) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
{[(4S)-4-methyl-2-oxo-1,3-oxazolidin-4-yl]methyl}(triphenyl)phosphonium iodide;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.5h;
N-methylpyrrole aldehyde;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 2h;
diastereoselective reaction;
DOI:10.1016/j.tet.2014.05.086
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: toluene-4-sulfonic acid / methanol / 1 h / Reflux
2.1: potassium tert-butylate / tetrahydrofuran / 3 h / 20 °C
3.1: potassium carbonate; palladium 10% on activated carbon; hydrogen / ethanol / 3 h
4.1: pyridine; p-toluenesulfonyl chloride / 3 h / 20 °C
4.2: 12 h / Reflux
5.1: N,N-dimethyl-formamide / 3 h / 110 °C
6.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
6.2: 2 h / -78 - 20 °C
With
pyridine; n-butyllithium; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; potassium carbonate; toluene-4-sulfonic acid; p-toluenesulfonyl chloride;
In
tetrahydrofuran; methanol; ethanol; hexane; N,N-dimethyl-formamide;
6.1: |Wittig Rearrangement;
DOI:10.1016/j.tet.2014.05.086
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium tert-butylate / tetrahydrofuran / 3 h / 20 °C
2.1: potassium carbonate; palladium 10% on activated carbon; hydrogen / ethanol / 3 h
3.1: pyridine; p-toluenesulfonyl chloride / 3 h / 20 °C
3.2: 12 h / Reflux
4.1: N,N-dimethyl-formamide / 3 h / 110 °C
5.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
5.2: 2 h / -78 - 20 °C
With
pyridine; n-butyllithium; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; potassium carbonate; p-toluenesulfonyl chloride;
In
tetrahydrofuran; ethanol; hexane; N,N-dimethyl-formamide;
5.1: |Wittig Rearrangement;
DOI:10.1016/j.tet.2014.05.086
