(5α,8α)-8-hydroxy-8-(3-methoxy-prop-1-ynyl)-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

Base Information

Chemical Name:(5α,8α)-8-hydroxy-8-(3-methoxy-prop-1-ynyl)-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one
CAS No.:1292275-11-6
Molecular Formula:C₂₀H₂₂F₃NO₄
Molecular Weight:397.394
Hs Code.:

Synonyms:(5α,8α)-8-hydroxy-8-(3-methoxy-prop-1-ynyl)-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

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Chemical Property of (5α,8α)-8-hydroxy-8-(3-methoxy-prop-1-ynyl)-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

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Technology Process of (5α,8α)-8-hydroxy-8-(3-methoxy-prop-1-ynyl)-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

There total 7 articles about (5α,8α)-8-hydroxy-8-(3-methoxy-prop-1-ynyl)-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: 12.0%

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

: 627-41-8
propargyl alcohol methyl ether

: 1292275-11-6
(5α,8α)-8-hydroxy-8-(3-methoxy-prop-1-ynyl)-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

: 1292275-12-7
(5α,8β)-8-hydroxy-8-(3-methoxy-prop-1-ynyl)-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

Guidance literature:: propargyl alcohol methyl ether; With methyllithium; In diethyl ether; at 0 ℃; for 0.25h;

2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decane-1,8-dione; In diethyl ether; Reflux;

With ammonium chloride; In diethyl ether; water; Cooling with ice;

Reference yield:

: 17159-79-4
ethyl 4-oxocyclohexane-1-carboxylate

: 1292275-11-6
(5α,8α)-8-hydroxy-8-(3-methoxy-prop-1-ynyl)-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

: 1292275-12-7
(5α,8β)-8-hydroxy-8-(3-methoxy-prop-1-ynyl)-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: toluene-4-sulfonic acid / toluene / Reflux

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

2.2: 12.5 h / -5 - 20 °C

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

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

4.2: 1 h / 0 °C

5.1: toluene / 0.17 h / 20 °C

5.2: Reflux

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

7.1: methyllithium / diethyl ether / 0.25 h / 0 °C

7.2: Reflux

7.3: Cooling with ice

With hydrogenchloride; sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; water; methyllithium; sodium hydrogencarbonate; toluene-4-sulfonic acid; lithium tri-sec-butyl(hydrido)borate; potassium bromide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene;

Reference yield:

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

: 1292275-11-6
(5α,8α)-8-hydroxy-8-(3-methoxy-prop-1-ynyl)-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decan-1-one

: 1292275-12-7
(5α,8β)-8-hydroxy-8-(3-methoxy-prop-1-ynyl)-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: methyllithium / diethyl ether / 0.25 h / 0 °C

6.2: Reflux

6.3: Cooling with ice

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