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

Base Information

Chemical Name:tert-Butyl 9-(azetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane-3-carboxylate
CAS No.:1225437-01-3
Molecular Formula:C₂₄H₃₆N₂O₂
Molecular Weight:384.562
Hs Code.:

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

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

Chemical Property:

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

There total 17 articles about tert-Butyl 9-(azetidin-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:

: C₁₉H₃₁N₃O₂

: 100-58-3
phenylmagnesium bromide

: 1225437-01-3
tert-Butyl 9-(azetidin-1-yl)-9-phenyl-3-azaspiro[5.5]undecane-3-carboxylate

Guidance literature:: In tetrahydrofuran; at 25 ℃; Inert atmosphere; Cooling with ice;

Reference yield:

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

: 1225437-01-3
tert-Butyl 9-(azetidin-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 / 0 °C

10.2: 0 °C

11.1: tetrahydrofuran / 25 °C / Inert atmosphere; Cooling with ice

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

: 1225437-01-3
tert-Butyl 9-(azetidin-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 / 0 °C

6.2: 0 °C

7.1: tetrahydrofuran / 25 °C / Inert atmosphere; Cooling with ice

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