(2E,4E)-5-((3R,5S)-3,5-dihydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienal

Base Information

Chemical Name:(2E,4E)-5-((3R,5S)-3,5-dihydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienal
CAS No.:1449674-43-4
Molecular Formula:C₁₅H₂₂O₃
Molecular Weight:250.338
Hs Code.:

Synonyms:(2E,4E)-5-((3R,5S)-3,5-dihydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienal

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Chemical Property of (2E,4E)-5-((3R,5S)-3,5-dihydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienal

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Technology Process of (2E,4E)-5-((3R,5S)-3,5-dihydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienal

There total 15 articles about (2E,4E)-5-((3R,5S)-3,5-dihydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienal 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: 74.0%

: 1449674-40-1
(2E,4E)-5-((3R,5S)-5-((tert-butyldimethylsilyl)oxy)-3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienal

: 1449674-43-4
(2E,4E)-5-((3R,5S)-3,5-dihydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienal

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1039/c3ob41226a

Reference yield:

: 1449674-39-8
(3R,5S)-5-((tert-butyldimethylsilyl)oxy)-3-hydroxy-2,6,6-trimethylcyclohex-1-enecarbaldehyde

: 1449674-43-4
(2E,4E)-5-((3R,5S)-3,5-dihydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienal

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 20 °C

1.2: 2 h / 0 - 20 °C

2.1: diisobutylaluminium hydride / toluene / 6 h / -20 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

With n-butyllithium; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; toluene; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1039/c3ob41226a

Reference yield:

: 1449674-32-1
(2E,4E)-5-((3R,5S)-5-((tert-butyldimethylsilyl)oxy)-3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienenitrile

: 1449674-43-4
(2E,4E)-5-((3R,5S)-3,5-dihydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienal

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / toluene / 6 h / -20 - 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

With tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; toluene;
DOI:10.1039/c3ob41226a