Technology Process of 1-(9-(3,3-difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecan-3-yl)-2-(((S)-1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methoxy)ethanone
There total 19 articles about 1-(9-(3,3-difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecan-3-yl)-2-(((S)-1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methoxy)ethanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
({(2S)-1-[(4-methoxy-2,6-dimethylphenyl)sulfonyl]piperidin-2-yl}methoxy)acetic acid;
With
N-ethyl-N,N-diisopropylamine; HATU;
In
tetrahydrofuran;
at 0 - 20 ℃;
9-(3,3-Difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane;
In
tetrahydrofuran;
at 0 - 20 ℃;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: triethylamine / dichloromethane / 12 h / 25 °C
2.1: lithium borohydride / tetrahydrofuran / 0 °C / Reflux
3.1: pyridinium chlorochromate / dichloromethane / 0 - 25 °C
4.1: potassium hydroxide / tetrahydrofuran; ethanol / 0 - 25 °C
5.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h / 25 °C
6.1: acetic acid / methanol; water / 0 - 20 °C
6.2: Cooling with ice
7.1: tetrahydrofuran / 0 - 20 °C
8.1: trifluoroacetic acid / dichloromethane / 3 h
9.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 0 - 20 °C
9.2: 0 - 20 °C
With
lithium borohydride; hydrogen; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; pyridinium chlorochromate; trifluoroacetic acid; potassium hydroxide;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water;
3.1: Swern Oxidation;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h / 25 °C
2.1: acetic acid / methanol; water / 0 - 20 °C
2.2: Cooling with ice
3.1: tetrahydrofuran / 0 - 20 °C
4.1: trifluoroacetic acid / dichloromethane / 3 h
5.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 0 - 20 °C
5.2: 0 - 20 °C
With
hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water;