(1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-6-methyl-1-cyclohexanol

Base Information

Chemical Name:(1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-6-methyl-1-cyclohexanol
CAS No.:256440-97-8
Molecular Formula:C₂₄H₃₃ClO₃
Molecular Weight:404.977
Hs Code.:

Synonyms:(1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-6-methyl-1-cyclohexanol

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Chemical Property of (1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-6-methyl-1-cyclohexanol

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Technology Process of (1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-6-methyl-1-cyclohexanol

There total 6 articles about (1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-6-methyl-1-cyclohexanol 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%

: 256440-96-7
(3R,6R)-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxtphenylmethoxy)propylidene]-6-methylcyclohexanone

: 1730-25-2
allylmagnesium bromide

: 256440-97-8
(1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-6-methyl-1-cyclohexanol

Guidance literature:: In diethyl ether; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4020(99)00885-6

Reference yield:

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

: 256440-97-8
(1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-6-methyl-1-cyclohexanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 55 percent

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

2.2: 72 percent / tetrahydrofuran / 1 h / -78 °C

3.1: 83 percent / Et₃N; 2-fluoro-1-methylpyridinium p-toluenesulfonate / CH₂Cl₂ / 2 h / 50 °C

4.1: 85 percent / diethyl ether / 0.5 h / -78 °C

With 1-methyl-2-fluoropyridinium p-toluenesulfonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 1.1: Chlorination / 2.1: Metallation / 2.2: Condensation / 3.1: Elimination / 4.1: Grignard reaction;
DOI:10.1016/S0040-4020(99)00885-6

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 256440-97-8
(1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-(4-methoxyphenylmethoxy)propylidene]-6-methyl-1-cyclohexanol

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 72 percent / tetrahydrofuran / 1 h / -78 °C

2.1: 83 percent / Et₃N; 2-fluoro-1-methylpyridinium p-toluenesulfonate / CH₂Cl₂ / 2 h / 50 °C

3.1: 85 percent / diethyl ether / 0.5 h / -78 °C

With 1-methyl-2-fluoropyridinium p-toluenesulfonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 1.1: Metallation / 1.2: Condensation / 2.1: Elimination / 3.1: Grignard reaction;
DOI:10.1016/S0040-4020(99)00885-6