(2S,5R)-2-[1-(3,5-Bis-trifluoromethyl-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexanone

Base Information

• Chemical Name: (2S,5R)-2-[1-(3,5-Bis-trifluoromethyl-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexanone
• CAS No.: 322640-44-8
• Molecular Formula: C₁₈H₂₀F₆O
• Molecular Weight: 366.347

Synonyms:(2S,5R)-2-[1-(3,5-Bis-trifluoromethyl-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexanone

Chemical Property of (2S,5R)-2-[1-(3,5-Bis-trifluoromethyl-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexanone

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Technology Process of (2S,5R)-2-[1-(3,5-Bis-trifluoromethyl-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexanone

There total 2 articles about (2S,5R)-2-[1-(3,5-Bis-trifluoromethyl-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexanone 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: 25.0%

3,5-bis(trifluoromethyl)iodobenzene (328-73-4) + pulegone (89-82-7,90449-51-7) → (2S,5R)-2-[1-(3,5-Bis-trifluoromethyl-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexanone (322640-44-8)

Guidance literature:

3,5-bis(trifluoromethyl)iodobenzene; With copper(l) iodide; n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; at -90 ℃; for 0.5h;

pulegone; In tetrahydrofuran; hexane; at -80 - -60 ℃; for 2h; Further stages.;

DOI:10.1021/ol0068243

Reference yield:

pulegone (89-82-7,90449-51-7) + 3,5-bis(trifluoromethyl)phenylmagnesium bromide (112981-69-8) → (2S,5R)-2-[1-(3,5-Bis-trifluoromethyl-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexanone (322640-44-8)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran;

DOI:10.1021/ol0068243

Reference yield: 41.0%

(2S,5R)-2-[1-(3,5-Bis-trifluoromethyl-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexanone (322640-44-8) → (1R,2S,5R)-2-[1-(3,5-Bis-trifluoromethyl-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexanol + (1S,2S,5R)-2-[1-(3,5-Bis-trifluoromethyl-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexanol (322640-48-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1021/ol0068243

upstream raw materials:

pulegone

3,5-bis(trifluoromethyl)phenylmagnesium bromide

3,5-bis(trifluoromethyl)iodobenzene

Downstream raw materials:

(1S,2S,5R)-2-[1-(3,5-Bis-trifluoromethyl-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexanol

(E)-9-(3-Isopropyl-2-methoxy-phenyl)-6-methyl-3-oxo-non-6-enoic acid (1S,2S,5R)-2-[1-(3,5-bis-trifluoromethyl-phenyl)-1-methyl-ethyl]-5-methyl-cyclohexyl ester

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