(3R,6R)-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-6-methylcyclohexanone

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Chemical Name:(3R,6R)-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-6-methylcyclohexanone
CAS No.:187665-49-2
Molecular Formula:C₂₀H₂₅ClO₂
Molecular Weight:332.87
Hs Code.:

Synonyms:(3R,6R)-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-6-methylcyclohexanone

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Chemical Property of (3R,6R)-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-6-methylcyclohexanone

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Technology Process of (3R,6R)-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-6-methylcyclohexanone

There total 6 articles about (3R,6R)-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-6-methylcyclohexanone 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: 85.0%

: 187665-48-1
(2R,3R,6R)-3-[1-(chloromethyl)ethenyl]-2-[(R)-1-hydroxy-3-benzyloxypropyl]-6-methylcyclohexanone

: 187665-49-2
(3R,6R)-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-6-methylcyclohexanone

Guidance literature:: With 1-methyl-2-fluoropyridinium p-toluenesulfonate; triethylamine; In dichloromethane; at 50 ℃; for 2h;
DOI:10.1016/S0040-4020(99)00885-6

Reference yield:

: 187665-47-0
(2R,5R)-5-(1-chloromethylethenyl)-2-methylcyclohexanone

: 187665-49-2
(3R,6R)-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-6-methylcyclohexanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 75 percent / tetrahydrofuran / 1 h / -78 °C

2.1: 85 percent / Et₃N; 2-fluoro-1-methylpyridinium p-toluenesulfonate / CH₂Cl₂ / 2 h / 50 °C

With 1-methyl-2-fluoropyridinium p-toluenesulfonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Metallation / 1.2: Condensation / 2.1: Elimination;
DOI:10.1016/S0040-4020(99)00885-6

Reference yield:

: 5524-05-0
(2R,5R)-5-isopropenyl-2-methylcyclohexanone

: 187665-49-2
(3R,6R)-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-6-methylcyclohexanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 55 percent

2.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 75 percent / tetrahydrofuran / 1 h / -78 °C

3.1: 85 percent / Et₃N; 2-fluoro-1-methylpyridinium p-toluenesulfonate / CH₂Cl₂ / 2 h / 50 °C

With 1-methyl-2-fluoropyridinium p-toluenesulfonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Chlorination / 2.1: Metallation / 2.2: Condensation / 3.1: Elimination;
DOI:10.1016/S0040-4020(99)00885-6