Technology Process of (4bS,7R,8aS)-4b-benzyl-10-methyl-N-(2-methylpyridin-3-yl)-7-(triethylsilyloxy)-7-(trifluoromethyl)-4b,5,6,7,8,8a-hexahydrophenanthrene-2-carboxamide
There total 7 articles about (4bS,7R,8aS)-4b-benzyl-10-methyl-N-(2-methylpyridin-3-yl)-7-(triethylsilyloxy)-7-(trifluoromethyl)-4b,5,6,7,8,8a-hexahydrophenanthrene-2-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium hexamethyldisilazane;
In
tetrahydrofuran; toluene;
at 0 ℃;
for 1h;
Inert atmosphere;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium ethanolate / ethanol / 0.5 h / 80 °C / Industry scale
2.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 15 h / 100 °C / 3102.97 Torr / Inert atmosphere
3.1: trichloroacetic acid; (2R,5R)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one / toluene / 1 h / 20 °C
3.2: 96 h
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.83 h / 0 °C / Inert atmosphere
5.1: ozone / dichloromethane; methanol / 24 h / -65 °C
5.2: polymer bound triphenylphospine / 18 h / 20 °C
6.1: diethyl ether; tetrahydrofuran / 1.25 h / -78 - -20 °C / Inert atmosphere
7.1: toluene-4-sulfonic acid / toluene / 0.75 h / 60 °C / Molecular sieve; Inert atmosphere
8.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
8.2: 0 °C
9.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
With
(2R,5R)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one; tetrabutyl ammonium fluoride; sodium ethanolate; toluene-4-sulfonic acid; ozone; triethylamine; lithium hexamethyldisilazane; trichloroacetic acid;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; toluene;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 15 h / 100 °C / 3102.97 Torr / Inert atmosphere
2.1: trichloroacetic acid; (2R,5R)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one / toluene / 1 h / 20 °C
2.2: 96 h
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.83 h / 0 °C / Inert atmosphere
4.1: ozone / dichloromethane; methanol / 24 h / -65 °C
4.2: polymer bound triphenylphospine / 18 h / 20 °C
5.1: diethyl ether; tetrahydrofuran / 1.25 h / -78 - -20 °C / Inert atmosphere
6.1: toluene-4-sulfonic acid / toluene / 0.75 h / 60 °C / Molecular sieve; Inert atmosphere
7.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
7.2: 0 °C
8.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
With
(2R,5R)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; ozone; triethylamine; lithium hexamethyldisilazane; trichloroacetic acid;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;