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

Base Information

Chemical Name:(5α,8β)-8-hydroxy-2-(4-trifluoromethoxy-phenyl)-8-trifluoromethyl-2-aza-spiro[4.5]decan-1-one
CAS No.:1292275-53-6
Molecular Formula:C₁₇H₁₇F₆NO₃
Molecular Weight:397.317
Hs Code.:

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

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

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

There total 8 articles about (5α,8β)-8-hydroxy-2-(4-trifluoromethoxy-phenyl)-8-trifluoromethyl-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: 38.0%

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

: 81290-20-2
(trifluoromethyl)trimethylsilane

: 1292275-52-5
(5α,8α)-8-hydroxy-2-(4-trifluoromethoxy-phenyl)-8-trifluoromethyl-2-aza-spiro[4.5]decan-1-one

: 1292275-53-6
(5α,8β)-8-hydroxy-2-(4-trifluoromethoxy-phenyl)-8-trifluoromethyl-2-aza-spiro[4.5]decan-1-one

Guidance literature:: 2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decane-1,8-dione; (trifluoromethyl)trimethylsilane; In tetrahydrofuran; at 0 ℃; for 0.166667h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 16.5h;

Reference yield:

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

: 1292275-52-5
(5α,8α)-8-hydroxy-2-(4-trifluoromethoxy-phenyl)-8-trifluoromethyl-2-aza-spiro[4.5]decan-1-one

: 1292275-53-6
(5α,8β)-8-hydroxy-2-(4-trifluoromethoxy-phenyl)-8-trifluoromethyl-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: tetrahydrofuran / 0.17 h / 0 °C

7.2: 16.5 h / 0 - 20 °C

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

Reference yield:

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

: 1292275-52-5
(5α,8α)-8-hydroxy-2-(4-trifluoromethoxy-phenyl)-8-trifluoromethyl-2-aza-spiro[4.5]decan-1-one

: 1292275-53-6
(5α,8β)-8-hydroxy-2-(4-trifluoromethoxy-phenyl)-8-trifluoromethyl-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: tetrahydrofuran / 0.17 h / 0 °C

6.2: 16.5 h / 0 - 20 °C

With hydrogenchloride; sodium hypochlorite; 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; dichloromethane; water; toluene;