(5α,8β)-8-allyl-8-hydroxy-2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2-aza-spiro[4.5]decan-1-one

Base Information

Chemical Name:(5α,8β)-8-allyl-8-hydroxy-2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2-aza-spiro[4.5]decan-1-one
CAS No.:1292275-83-2
Molecular Formula:C₂₁H₂₆F₃NO₃
Molecular Weight:397.438
Hs Code.:

Synonyms:(5α,8β)-8-allyl-8-hydroxy-2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2-aza-spiro[4.5]decan-1-one

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Chemical Property of (5α,8β)-8-allyl-8-hydroxy-2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2-aza-spiro[4.5]decan-1-one

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Technology Process of (5α,8β)-8-allyl-8-hydroxy-2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2-aza-spiro[4.5]decan-1-one

There total 4 articles about (5α,8β)-8-allyl-8-hydroxy-2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-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: 39.0%

: 1292278-83-1
2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2-aza-spiro[4.5]decane-1,8-dione

: 1730-25-2
allylmagnesium bromide

: 1292275-82-1
(5α,8α)-8-allyl-8-hydroxy-2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2-aza-spiro[4.5]decan-1-one

: 1292275-83-2
(5α,8β)-8-allyl-8-hydroxy-2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2-aza-spiro[4.5]decan-1-one

Guidance literature:: 2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2-aza-spiro[4.5]decane-1,8-dione; With cerium(III) chloride; In tetrahydrofuran; at 0 ℃; for 0.666667h;

allylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.583333h;

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

Reference yield:

: 350-46-9,178603-76-4
4-Fluoronitrobenzene

: 1292275-82-1
(5α,8α)-8-allyl-8-hydroxy-2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2-aza-spiro[4.5]decan-1-one

: 1292275-83-2
(5α,8β)-8-allyl-8-hydroxy-2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2-aza-spiro[4.5]decan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 °C

1.2: 13.5 h / 5 - 20 °C

1.3: 12 h / 20 °C

2.1: toluene / 0.17 h / 20 °C

2.2: 95 °C / Reflux

3.1: sodium hydrogencarbonate; sodium hypochlorite; potassium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; water / 3.67 h / 20 °C

4.1: cerium(III) chloride / tetrahydrofuran / 0.67 h / 0 °C

4.2: 0.58 h / -78 °C

4.3: Cooling with ice

With sodium hypochlorite; cerium(III) chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydride; sodium hydrogencarbonate; potassium bromide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1292278-82-0
4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenylamine

: 1292275-82-1
(5α,8α)-8-allyl-8-hydroxy-2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2-aza-spiro[4.5]decan-1-one

: 1292275-83-2
(5α,8β)-8-allyl-8-hydroxy-2-[4-((R)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-2-aza-spiro[4.5]decan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene / 0.17 h / 20 °C

1.2: 95 °C / Reflux

2.1: sodium hydrogencarbonate; sodium hypochlorite; potassium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; water / 3.67 h / 20 °C

3.1: cerium(III) chloride / tetrahydrofuran / 0.67 h / 0 °C

3.2: 0.58 h / -78 °C

3.3: Cooling with ice

With sodium hypochlorite; cerium(III) chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide; In tetrahydrofuran; dichloromethane; water; toluene;