tert-Butyl 9-(3,3-difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane-3-carboxylate

Base Information

Chemical Name:tert-Butyl 9-(3,3-difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane-3-carboxylate
CAS No.:1225437-11-5
Molecular Formula:C₂₄H₃₄F₂N₂O₂
Molecular Weight:420.543
Hs Code.:

Synonyms:tert-Butyl 9-(3,3-difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane-3-carboxylate

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Chemical Property of tert-Butyl 9-(3,3-difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane-3-carboxylate

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Technology Process of tert-Butyl 9-(3,3-difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane-3-carboxylate

There total 17 articles about tert-Butyl 9-(3,3-difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1225437-10-4
tert-Butyl 9-cyano-9-(3,3-difluoroazetidin-1-yl)-3-azaspiro[5.5]undecane-3-carboxylate

: 100-58-3
phenylmagnesium bromide

: 1225437-11-5
tert-Butyl 9-(3,3-difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane-3-carboxylate

Guidance literature:: In tetrahydrofuran; at 0 - 20 ℃;

Reference yield:

: 160133-33-5
1-benzylpiperidine-4,4-diethanol

: 1225437-11-5
tert-Butyl 9-(3,3-difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane-3-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: hydrogen / palladium 10% on activated carbon / 2585.81 Torr

2.1: triethylamine / dichloromethane / 0.5 h / -20 °C

3.1: ethanol; water / 20 - 60 °C

4.1: hydrogenchloride; water / 0 °C / Reflux

5.1: thionyl chloride / 0 °C / Reflux

6.1: triethylamine / dichloromethane / 0 - 20 °C

7.1: potassium tert-butylate / tetrahydrofuran / 20 °C / Cooling with ice

8.1: hydrogenchloride; water / 0 °C / Reflux

9.1: triethylamine / dichloromethane / 20 °C

10.1: acetic acid / methanol; water / 0 - 20 °C

10.2: Cooling with ice

11.1: tetrahydrofuran / 0 - 20 °C

With hydrogenchloride; thionyl chloride; potassium tert-butylate; water; hydrogen; acetic acid; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;

Reference yield:

: 2971-79-1
isonipecotic acid methyl ester

: 1225437-11-5
tert-Butyl 9-(3,3-difluoroazetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane-3-carboxylate

Guidance literature:: Multi-step reaction with 7 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

With lithium borohydride; hydrogen; acetic acid; triethylamine; pyridinium chlorochromate; potassium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; 3.1: Swern Oxidation;