(R)-6-[(E)-3-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-propenyl]-5,6-dihydro-pyran-2-one

Base Information

Chemical Name:(R)-6-[(E)-3-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-propenyl]-5,6-dihydro-pyran-2-one
CAS No.:485321-73-1
Molecular Formula:C₂₂H₂₈O₄
Molecular Weight:356.462
Hs Code.:

Synonyms:(R)-6-[(E)-3-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-propenyl]-5,6-dihydro-pyran-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-6-[(E)-3-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-propenyl]-5,6-dihydro-pyran-2-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (R)-6-[(E)-3-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-propenyl]-5,6-dihydro-pyran-2-one

There total 5 articles about (R)-6-[(E)-3-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-propenyl]-5,6-dihydro-pyran-2-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: 82.0%

: 548483-78-9
acrylic acid (E)-(R)-1-allyl-4-{(4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl}-but-2-enyl ester

: 485321-73-1
(R)-6-[(E)-3-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-propenyl]-5,6-dihydro-pyran-2-one

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; Heating;
DOI:10.1021/ol034619s

Reference yield:

: 548483-74-5
(3S,5S)-1-phenyl-7-octene-3,5-diol

: 485321-73-1
(R)-6-[(E)-3-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-propenyl]-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / CSA / acetone / 0.33 h / 25 °C

2: 70 percent / imidazolidine-based ruthenium metathesis catalyst / CH₂Cl₂ / 25 °C

3: 84 percent / diethyl ether / 4 h / -78 °C

4: 92 percent / i-Pr₂NEt / CH₂Cl₂ / -78 °C

5: 82 percent / Cl₂Ru=CHPh[P(cyclohexyl)3]2 / CH₂Cl₂ / Heating

With Grubbs catalyst first generation; imidazolidine-based ruthenium metathesis catalyst; camphor-10-sulfonic acid; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; acetone;
DOI:10.1021/ol034619s

Reference yield:

: 548483-75-6
(4S,6S)-4-Allyl-2,2-dimethyl-6-phenethyl-[1,3]dioxane

: 485321-73-1
(R)-6-[(E)-3-((4S,6S)-2,2-Dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-propenyl]-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / imidazolidine-based ruthenium metathesis catalyst / CH₂Cl₂ / 25 °C

2: 84 percent / diethyl ether / 4 h / -78 °C

3: 92 percent / i-Pr₂NEt / CH₂Cl₂ / -78 °C

4: 82 percent / Cl₂Ru=CHPh[P(cyclohexyl)3]2 / CH₂Cl₂ / Heating

With Grubbs catalyst first generation; imidazolidine-based ruthenium metathesis catalyst; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane;
DOI:10.1021/ol034619s