2-[(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-N,N-dimethyl-acetamide

Base Information

Chemical Name:2-[(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-N,N-dimethyl-acetamide
CAS No.:1292275-96-7
Molecular Formula:C₂₀H₂₅F₃N₂O₄
Molecular Weight:414.425
Hs Code.:

Synonyms:2-[(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-N,N-dimethyl-acetamide

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Chemical Property of 2-[(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-N,N-dimethyl-acetamide

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Technology Process of 2-[(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-N,N-dimethyl-acetamide

There total 10 articles about 2-[(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-N,N-dimethyl-acetamide 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: 54.0%

: 1292278-91-1
[(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-acetic acid

: 506-59-2
N,N-dimethylammonium chloride

: 1292275-96-7
2-[(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-N,N-dimethyl-acetamide

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 0.666667h;

Reference yield:

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

: 1292275-96-7
2-[(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-N,N-dimethyl-acetamide

Guidance literature:: Multi-step reaction with 8 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: tris(triphenylphosphine)ruthenium(II) chloride / tetrahydrofuran / 0.08 h / 0 °C

6.2: 0.17 h

6.3: 5.67 h / 0 - 20 °C

7.1: lithium hydroxide / methanol / 3 h / 20 °C

7.2: pH 1 / Cooling with ice

8.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 0.67 h / 20 °C

With hydrogenchloride; sodium hypochlorite; 1-hydroxy-7-aza-benzotriazole; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; water; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium tri-sec-butyl(hydrido)borate; N-ethyl-N,N-diisopropylamine; potassium bromide; lithium hydroxide; lithium diisopropyl amide; tris(triphenylphosphine)ruthenium(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; toluene;

Reference yield:

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

: 1292275-96-7
2-[(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-N,N-dimethyl-acetamide

Guidance literature:: Multi-step reaction with 9 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: tris(triphenylphosphine)ruthenium(II) chloride / tetrahydrofuran / 0.08 h / 0 °C

7.2: 0.17 h

7.3: 5.67 h / 0 - 20 °C

8.1: lithium hydroxide / methanol / 3 h / 20 °C

8.2: pH 1 / Cooling with ice

9.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 0.67 h / 20 °C

With hydrogenchloride; sodium hypochlorite; 1-hydroxy-7-aza-benzotriazole; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; water; sodium hydrogencarbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium tri-sec-butyl(hydrido)borate; N-ethyl-N,N-diisopropylamine; potassium bromide; lithium hydroxide; lithium diisopropyl amide; tris(triphenylphosphine)ruthenium(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; toluene;