Technology Process of 5,5-difluoro-6-(4-methoxyphenyl)-4-methyl-5,6-dihydro-2H-pyran-2-one
There total 5 articles about 5,5-difluoro-6-(4-methoxyphenyl)-4-methyl-5,6-dihydro-2H-pyran-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C13H14F2O4;
With
2,4,6-trichlorobenzoyl chloride; triethylamine;
In
tetrahydrofuran;
at 20 ℃;
for 2h;
With
dmap;
In
tetrahydrofuran; toluene;
for 16.5h;
Reflux;
DOI:10.1021/ol103097s
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C / Inert atmosphere
2.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.25 h / -78 °C / Inert atmosphere
2.2: 18.5 h / -78 - -40 °C / Inert atmosphere
3.1: pyridine hydrogenfluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
4.1: sodium hydroxide / tetrahydrofuran / 2 h / 20 °C
5.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 2 h / 20 °C
5.2: 16.5 h / Reflux
With
2,6-dimethylpyridine; 18-crown-6 ether; 2,4,6-trichlorobenzoyl chloride; potassium hexamethylsilazane; pyridine hydrogenfluoride; triethylamine; sodium hydroxide;
In
tetrahydrofuran; dichloromethane; toluene;
2.1: Still-Gennari olefination / 2.2: Still-Gennari olefination / 5.1: Yamaguchi cyclization / 5.2: Yamaguchi cyclization;
DOI:10.1021/ol103097s
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.25 h / -78 °C / Inert atmosphere
1.2: 18.5 h / -78 - -40 °C / Inert atmosphere
2.1: pyridine hydrogenfluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
3.1: sodium hydroxide / tetrahydrofuran / 2 h / 20 °C
4.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 2 h / 20 °C
4.2: 16.5 h / Reflux
With
18-crown-6 ether; 2,4,6-trichlorobenzoyl chloride; potassium hexamethylsilazane; pyridine hydrogenfluoride; triethylamine; sodium hydroxide;
In
tetrahydrofuran; toluene;
1.1: Still-Gennari olefination / 1.2: Still-Gennari olefination / 4.1: Yamaguchi cyclization / 4.2: Yamaguchi cyclization;
DOI:10.1021/ol103097s
