(S)-6-{[(R)-4-oxo-6-[(E)-styryl]-3,4-dihydro-2H-pyran-2-yl]methyl}-5,6-dihydro-2H-pyran-2-one

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Chemical Name:(S)-6-{[(R)-4-oxo-6-[(E)-styryl]-3,4-dihydro-2H-pyran-2-yl]methyl}-5,6-dihydro-2H-pyran-2-one
CAS No.:1426140-00-2
Molecular Formula:C₁₉H₁₈O₄
Molecular Weight:310.35
Hs Code.:

Synonyms:(S)-6-{[(R)-4-oxo-6-[(E)-styryl]-3,4-dihydro-2H-pyran-2-yl]methyl}-5,6-dihydro-2H-pyran-2-one

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Chemical Property of (S)-6-{[(R)-4-oxo-6-[(E)-styryl]-3,4-dihydro-2H-pyran-2-yl]methyl}-5,6-dihydro-2H-pyran-2-one

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Technology Process of (S)-6-{[(R)-4-oxo-6-[(E)-styryl]-3,4-dihydro-2H-pyran-2-yl]methyl}-5,6-dihydro-2H-pyran-2-one

There total 12 articles about (S)-6-{[(R)-4-oxo-6-[(E)-styryl]-3,4-dihydro-2H-pyran-2-yl]methyl}-5,6-dihydro-2H-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: 64.0%

: (S)-1-{(R)-4-oxo-6-[(E)-styryl]-3,4-dihydro-2H-pyran-2-yl}pent-4-en-2-yl cinnamate

: 1426140-00-2
(S)-6-{[(R)-4-oxo-6-[(E)-styryl]-3,4-dihydro-2H-pyran-2-yl]methyl}-5,6-dihydro-2H-pyran-2-one

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at 20 - 100 ℃; for 1h; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ol400232m

Reference yield:

: 1426140-07-9
(R)-2-[(S)-2-hydroxypent-4-en-1-yl]-6-[(E)-styryl]-2H-pyran-4(3H)-one

: 1426140-00-2
(S)-6-{[(R)-4-oxo-6-[(E)-styryl]-3,4-dihydro-2H-pyran-2-yl]methyl}-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 1 h / 20 - 100 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; triethylamine; In dichloromethane; toluene;
DOI:10.1021/ol400232m

Reference yield:

: 1426140-03-5
1-[(4R,6S)-6-allyl-2,2-dimethyl-1,3-dioxan-4-yl]propan-2-one

: 1426140-00-2
(S)-6-{[(R)-4-oxo-6-[(E)-styryl]-3,4-dihydro-2H-pyran-2-yl]methyl}-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine; di-n-butylboryl trifluoromethanesulfonate / diethyl ether / 0.5 h / -78 - 20 °C / Inert atmosphere

1.2: 2.17 h / -78 °C / Inert atmosphere

2.1: 2-iodoxybenzoic acid / acetone / 4 h / 20 - 50 °C

3.1: toluene-4-sulfonic acid / methanol / 3 h / 20 °C

4.1: triethylamine; dmap / dichloromethane / 3 h / 20 °C / Inert atmosphere

5.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 1 h / 20 - 100 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; 2-iodoxybenzoic acid; di-n-butylboryl trifluoromethanesulfonate; toluene-4-sulfonic acid; triethylamine; In methanol; diethyl ether; dichloromethane; acetone; toluene;
DOI:10.1021/ol400232m