Technology Process of (6S,7aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-3-one
There total 7 articles about (6S,7aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-3-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2R,4S)-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-pyrrolidine-1-carboxylic acid [4-(2,2,2-trifluoro-ethoxy)-phenyl]-amide;
With
methanesulfonyl chloride; triethylamine;
In
dichloromethane;
at 0 - 20 ℃;
for 12h;
With
potassium tert-butylate;
In
tetrahydrofuran;
at 20 ℃;
for 1h;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydride / N,N-dimethyl-formamide; oil / 0.5 h / 0 °C
1.2: 2 h / 5 - 20 °C
2.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 0 °C / Inert atmosphere
3.1: sodium hydrogencarbonate / dichloromethane / 0.17 h / Inert atmosphere
3.2: 0.17 h / 10 °C
4.1: sodium carbonate / tetrahydrofuran / 0.25 h
4.2: 2 h / 20 °C
5.1: 1H-imidazole / dichloromethane / 2 h / 20 °C / Cooling with ice
6.1: lithium borohydride / tetrahydrofuran / 2 h / 0 °C
6.2: 0 °C
7.1: triethylamine; methanesulfonyl chloride / dichloromethane / 12 h / 0 - 20 °C
7.2: 1 h / 20 °C
With
1H-imidazole; lithium borohydride; hydrogen; sodium hydride; sodium hydrogencarbonate; sodium carbonate; methanesulfonyl chloride; triethylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; oil;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 0 °C / Inert atmosphere
2.1: sodium hydrogencarbonate / dichloromethane / 0.17 h / Inert atmosphere
2.2: 0.17 h / 10 °C
3.1: sodium carbonate / tetrahydrofuran / 0.25 h
3.2: 2 h / 20 °C
4.1: 1H-imidazole / dichloromethane / 2 h / 20 °C / Cooling with ice
5.1: lithium borohydride / tetrahydrofuran / 2 h / 0 °C
5.2: 0 °C
6.1: triethylamine; methanesulfonyl chloride / dichloromethane / 12 h / 0 - 20 °C
6.2: 1 h / 20 °C
With
1H-imidazole; lithium borohydride; hydrogen; sodium hydrogencarbonate; sodium carbonate; methanesulfonyl chloride; triethylamine;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; dichloromethane;
![(2R,4S)-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxymethyl-pyrrolidine-1-carboxylic acid [4-(2,2,2-trifluoro-ethoxy)-phenyl]-amide](/Databaselist/images/loading.webp)
