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

Base Information

• Chemical Name: [(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-acetic acid ethyl ester
• CAS No.: 1292275-56-9
• Molecular Formula: C₂₀H₂₄F₃NO₅
• Molecular Weight: 415.409

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

Chemical Property of [(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-acetic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of [(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-acetic acid ethyl ester

There total 8 articles about [(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-acetic acid ethyl ester 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: 28.0%

2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decane-1,8-dione (1292274-93-1) + ethyl bromoacetate (105-36-2) → [(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-acetic acid ethyl ester (1292275-56-9) + [(5α,8β)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-acetic acid ethyl ester (1292278-68-2)

Guidance literature:

ethyl bromoacetate; tris(triphenylphosphine)ruthenium(II) chloride; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]decane-1,8-dione; In tetrahydrofuran; for 0.166667h;

With diethylzinc; In tetrahydrofuran; hexanes; at 0 - 20 ℃; for 5.66667h;

Reference yield:

ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate (1489-97-0) → [(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-acetic acid ethyl ester (1292275-56-9) + [(5α,8β)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-acetic acid ethyl ester (1292278-68-2)

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: tris(triphenylphosphine)ruthenium(II) chloride / tetrahydrofuran / 0.08 h / 0 °C

6.2: 0.17 h

6.3: 5.67 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; tris(triphenylphosphine)ruthenium(II) chloride; In tetrahydrofuran; dichloromethane; water; toluene;

Reference yield:

ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → [(5α,8α)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-acetic acid ethyl ester (1292275-56-9) + [(5α,8β)-8-hydroxy-1-oxo-2-(4-trifluoromethoxy-phenyl)-2-aza-spiro[4.5]dec-8-yl]-acetic acid ethyl ester (1292278-68-2)

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: tris(triphenylphosphine)ruthenium(II) chloride / tetrahydrofuran / 0.08 h / 0 °C

7.2: 0.17 h

7.3: 5.67 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; tris(triphenylphosphine)ruthenium(II) chloride; In tetrahydrofuran; dichloromethane; water; toluene;

upstream raw materials:

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

ethyl bromoacetate

ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

ethyl 4-oxocyclohexane-1-carboxylate

Downstream raw materials:

(5α,8α)-8-hydroxy-8-(2-hydroxyethyl)-2-(4-trifluoromethoxyphenyl)-2-azaspiro[4.5]decan-1-one

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

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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