Technology Process of (S)-E-2-[2-(2-azido-phenyl)-1-methylvinyl]-1-benzenesulfonylpyrrolidine
There total 9 articles about (S)-E-2-[2-(2-azido-phenyl)-1-methylvinyl]-1-benzenesulfonylpyrrolidine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C13H16N4;
With
triethylamine;
In
dichloromethane;
at 0 ℃;
for 0.166667h;
Inert atmosphere;
benzenesulfonyl chloride;
In
dichloromethane;
at 0 - 20 ℃;
for 2h;
Inert atmosphere;
DOI:10.1021/ol400137q
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: silica gel; pyridinium chlorochromate / dichloromethane / 3 h / Inert atmosphere
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 - 20 °C / Inert atmosphere
2.2: 15 h / Inert atmosphere
3.1: sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 12 h / 120 °C / Inert atmosphere
4.1: 2-Methyl-2-nitropropane; trimethylsilylazide / acetonitrile / 1 h / 0 - 20 °C / Inert atmosphere
5.1: trifluoroacetic acid / dichloromethane / 2 h / 0 °C / Inert atmosphere
6.1: triethylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere
6.2: 2 h / 0 - 20 °C / Inert atmosphere
With
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 2-Methyl-2-nitropropane; trimethylsilylazide; silica gel; triethylamine; pyridinium chlorochromate; trifluoroacetic acid; sodium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile;
3.1: |Suzuki Coupling;
DOI:10.1021/ol400137q
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 - 20 °C / Inert atmosphere
1.2: 15 h / Inert atmosphere
2.1: sodium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 12 h / 120 °C / Inert atmosphere
3.1: 2-Methyl-2-nitropropane; trimethylsilylazide / acetonitrile / 1 h / 0 - 20 °C / Inert atmosphere
4.1: trifluoroacetic acid / dichloromethane / 2 h / 0 °C / Inert atmosphere
5.1: triethylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere
5.2: 2 h / 0 - 20 °C / Inert atmosphere
With
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 2-Methyl-2-nitropropane; trimethylsilylazide; triethylamine; trifluoroacetic acid; sodium hydroxide; lithium hexamethyldisilazane;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile;
2.1: |Suzuki Coupling;
DOI:10.1021/ol400137q