(5α,8α)-8-hydroxy-8-propyl-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

Base Information

Chemical Name:(5α,8α)-8-hydroxy-8-propyl-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one
CAS No.:1292274-95-3
Molecular Formula:C₁₉H₂₄F₃NO₃
Molecular Weight:371.4
Hs Code.:

Synonyms:(5α,8α)-8-hydroxy-8-propyl-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

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Chemical Property of (5α,8α)-8-hydroxy-8-propyl-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

Chemical Property:

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Technology Process of (5α,8α)-8-hydroxy-8-propyl-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

There total 8 articles about (5α,8α)-8-hydroxy-8-propyl-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one 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: 33.0%

: 1292274-93-1
2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decane-1,8-dione

: 2234-82-4
1-propylmagnesium chloride

: 1292274-95-3
(5α,8α)-8-hydroxy-8-propyl-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

: 1292274-96-4
(5α,8β)-8-hydroxy-8-propyl-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

Guidance literature:: 2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decane-1,8-dione; 1-propylmagnesium chloride; With cerium(III) chloride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 2.08333h;

With acetic acid; In tetrahydrofuran; diethyl ether; water; Cooling with ice;

Reference yield:

: 1489-97-0
ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

: 1292274-95-3
(5α,8α)-8-hydroxy-8-propyl-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

: 1292274-96-4
(5α,8β)-8-hydroxy-8-propyl-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 3.15 h / -5 - 0 °C

1.2: 12.5 h / -5 - 20 °C

2.1: hydrogenchloride; water / 2.75 h / 0 - 20 °C / pH 1

3.1: lithium tri-sec-butyl(hydrido)borate / tetrahydrofuran / 7 h / -78 °C

3.2: 1 h / 0 °C

4.1: toluene / 0.17 h / 20 °C

4.2: Reflux

5.1: sodium hydrogencarbonate; sodium hypochlorite; potassium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; water / 1 h / 20 °C

6.1: cerium(III) chloride / diethyl ether; tetrahydrofuran / 2.08 h / 0 °C

6.2: Cooling with ice

With hydrogenchloride; sodium hypochlorite; cerium(III) chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; water; sodium hydrogencarbonate; lithium tri-sec-butyl(hydrido)borate; potassium bromide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene;

Reference yield:

: 1292278-43-3
1-(2-methoxy-ethyl)-4-oxo-cyclohexanecarboxylic acid ethyl ester

: 1292274-95-3
(5α,8α)-8-hydroxy-8-propyl-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

: 1292274-96-4
(5α,8β)-8-hydroxy-8-propyl-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium tri-sec-butyl(hydrido)borate / tetrahydrofuran / 7 h / -78 °C

1.2: 1 h / 0 °C

2.1: toluene / 0.17 h / 20 °C

2.2: Reflux

3.1: sodium hydrogencarbonate; sodium hypochlorite; potassium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; water / 1 h / 20 °C

4.1: cerium(III) chloride / diethyl ether; tetrahydrofuran / 2.08 h / 0 °C

4.2: Cooling with ice

With sodium hypochlorite; cerium(III) chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; lithium tri-sec-butyl(hydrido)borate; potassium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene;