(1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-1-(methoxymethoxy)-6-methylcyclohexane

Base Information

Chemical Name:(1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-1-(methoxymethoxy)-6-methylcyclohexane
CAS No.:187665-51-6
Molecular Formula:C₂₅H₃₅ClO₃
Molecular Weight:419.004
Hs Code.:

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

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

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

There total 8 articles about (1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-1-(methoxymethoxy)-6-methylcyclohexane 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: 91.0%

: 107-30-2
chloromethyl methyl ether

: 187665-50-5
(1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-6-methyl-1-cyclohexanol

: 187665-51-6
(1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-1-(methoxymethoxy)-6-methylcyclohexane

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 96h;
DOI:10.1016/S0040-4020(99)00885-6

Reference yield:

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

: 187665-51-6
(1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-1-(methoxymethoxy)-6-methylcyclohexane

Guidance literature:: Multi-step reaction with 4 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

3.1: 81 percent / diethyl ether / 0.5 h / -78 °C

4.1: 91 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 96 h / 20 °C

With dmap; 1-methyl-2-fluoropyridinium p-toluenesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 1.1: Metallation / 1.2: Condensation / 2.1: Elimination / 3.1: Grignard reaction / 4.1: Etherification;
DOI:10.1016/S0040-4020(99)00885-6

Reference yield:

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

: 187665-51-6
(1R,3R,6R)-1-allyl-3-[1-(chloromethyl)ethenyl]-2-[(E)-3-benzyloxypropylidene]-1-(methoxymethoxy)-6-methylcyclohexane

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / diethyl ether / 0.5 h / -78 °C

2: 91 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 96 h / 20 °C

With dmap; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; 1: Grignard reaction / 2: Etherification;
DOI:10.1016/S0040-4020(99)00885-6