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

Base Information

Chemical Name:[(1R,6S,7S,8S)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-acetaldehyde
CAS No.:82863-39-6
Molecular Formula:C₂₁H₂₂O
Molecular Weight:290.405
Hs Code.:

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

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

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

There total 12 articles about [(1R,6S,7S,8S)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-acetaldehyde 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

: 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:: Multi-step reaction with 3 steps

1: 100 percent

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

3: Swern oxidation

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

: 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:: Multi-step reaction with 10 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

10: Swern oxidation

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