[(1R,6S,7R,8R)-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,7R,8R)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-acetaldehyde
CAS No.:82808-54-6
Molecular Formula:C₂₁H₂₂O
Molecular Weight:290.405
Hs Code.:

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

There total 4 articles about [(1R,6S,7R,8R)-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:

: 82808-51-3
[(1S,6S,7S,8R)-8-((2E,4E)-5-Phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-yl]-methanol

: 82808-54-6
[(1R,6S,7R,8R)-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: CBr₄, PPh₃ / CH₂Cl₂ / -10 °C

2: hexamethylphosphoric acid triamide / 25 °C

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

With carbon tetrabromide; diisobutylaluminium hydride; triphenylphosphine; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1021/ja00384a078

Reference yield:

: 82808-52-4
(1S,6S,7S,8R)-7-Bromomethyl-8-((2E,4E)-5-phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-diene

: 82808-54-6
[(1R,6S,7R,8R)-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 2 steps

1: hexamethylphosphoric acid triamide / 25 °C

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

With diisobutylaluminium hydride; In N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/ja00384a078

Reference yield:

: 82679-76-3
tert-Butyl-diphenyl-[(1R,6R,7R,8S)-8-((2E,4E)-5-phenyl-penta-2,4-dienyl)-bicyclo[4.2.0]octa-2,4-dien-7-ylmethoxy]-silane

: 82808-54-6
[(1R,6S,7R,8R)-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 4 steps

1: n-Bu₄NF / tetrahydrofuran / 0 deg C -> 25 deg C

2: CBr₄, PPh₃ / CH₂Cl₂ / -10 °C

3: hexamethylphosphoric acid triamide / 25 °C

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

With carbon tetrabromide; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1021/ja00384a078