(2E,5Z)-7-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-Phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-hepta-2,5-dienoic acid

Base Information

Chemical Name:(2E,5Z)-7-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-Phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-hepta-2,5-dienoic acid
CAS No.:100827-73-4
Molecular Formula:C₂₉H₃₈O₅
Molecular Weight:466.618
Hs Code.:

Synonyms:(2E,5Z)-7-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-Phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-hepta-2,5-dienoic acid

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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 (2E,5Z)-7-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-Phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-hepta-2,5-dienoic acid

Chemical Property:

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

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Technology Process of (2E,5Z)-7-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-Phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-hepta-2,5-dienoic acid

There total 8 articles about (2E,5Z)-7-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-Phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-hepta-2,5-dienoic acid 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: 80.0%

: 100827-72-3,126451-89-6,126451-93-2
(Z)-2-Phenylselanyl-7-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic acid

: 100827-73-4
(2E,5Z)-7-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-Phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-hepta-2,5-dienoic acid

Guidance literature:: With dihydrogen peroxide; In tetrahydrofuran; at 25 ℃; for 1h;
DOI:10.1021/jm00168a032

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 100827-73-4
(2E,5Z)-7-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-Phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-hepta-2,5-dienoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / p-toluenesulfonic acid / CH₂Cl₂ / 0.67 h / 0 - 5 °C

2: 1.) lithium diisopropylamide / 1.) THF/hexane, -78 deg C, 30 min, 2.) -78 deg C, 30 min

3: 94 percent / 1 N LiOH / tetrahydrofuran / 96 h / 25 °C

4: 80 percent / 30percent aq. H₂O₂ / tetrahydrofuran / 1 h / 25 °C

With lithium hydroxide; dihydrogen peroxide; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm00168a032

Reference yield:

: 101399-94-4
methyl <1S-<1α,2α(Z),3α(E,3S^*,4R^*),4α>>-7-<3-<4-phenyl-3-(tetrahydropyranyloxy)-1-pentenyl>-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoate

: 100827-73-4
(2E,5Z)-7-{(1S,2R,3S,4R)-3-[(E)-(3R,4S)-4-Phenyl-3-(tetrahydro-pyran-2-yloxy)-pent-1-enyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-hepta-2,5-dienoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) lithium diisopropylamide / 1.) THF/hexane, -78 deg C, 30 min, 2.) -78 deg C, 30 min

2: 94 percent / 1 N LiOH / tetrahydrofuran / 96 h / 25 °C

3: 80 percent / 30percent aq. H₂O₂ / tetrahydrofuran / 1 h / 25 °C

With lithium hydroxide; dihydrogen peroxide; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/jm00168a032