2-[(1R,6S,7S,8S)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-ethanol

Base Information

Chemical Name:2-[(1R,6S,7S,8S)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-ethanol
CAS No.:82808-55-7
Molecular Formula:C₂₁H₂₄O
Molecular Weight:292.421
Hs Code.:

Synonyms:2-[(1R,6S,7S,8S)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-ethanol

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Chemical Property of 2-[(1R,6S,7S,8S)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-ethanol

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Technology Process of 2-[(1R,6S,7S,8S)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-ethanol

There total 10 articles about 2-[(1R,6S,7S,8S)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-ethanol 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: 25.0%

: 82706-78-3
endiandric acid D methyl ester

: 82808-55-7
2-[(1R,6S,7S,8S)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-ethanol

: 82863-39-6
[(1R,6S,7S,8S)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-acetaldehyde

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;
DOI:10.1021/ja00384a078

Reference yield:

: 82679-68-3
endiandric acid D

: 82808-55-7
2-[(1R,6S,7S,8S)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent

2: 25 percent / Dibal / CH₂Cl₂ / -78 °C

With diisobutylaluminium hydride; In dichloromethane;
DOI:10.1021/ja00384a078

Reference yield:

: 82808-44-4
((1R,6R,7S,8R)-8-Hydroxymethyl-bicyclo[4.2.0]octa-2,4-dien-7-yl)-acetonitrile

: 82808-55-7
2-[(1R,6S,7S,8S)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-ethanol

Guidance literature:: Multi-step reaction with 9 steps

1: 92 percent / KOH, H₂O₂ / H₂O / 96 h

2: 100 percent

3: CBr₄, PPh₃ / CH₂Cl₂ / -10 °C

4: hexamethylphosphoric acid triamide / 25 °C

5: LiOH / tetrahydrofuran; H₂O / 25 °C

6: 1.) Dibal / 1.) CH₂Cl₂, -78 deg C, 2.) acid

7: 80 percent / LDA / tetrahydrofuran / 24 h / -78 deg C -> 25 deg C

8: 100 percent

9: 25 percent / Dibal / CH₂Cl₂ / -78 °C

With potassium hydroxide; lithium hydroxide; carbon tetrabromide; dihydrogen peroxide; diisobutylaluminium hydride; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water;
DOI:10.1021/ja00384a078