(-)-1,3,5-triisopropyl-2-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene

Base Information

Chemical Name:(-)-1,3,5-triisopropyl-2-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene
CAS No.:358725-97-0
Molecular Formula:C₂₃H₃₆O
Molecular Weight:328.538
Hs Code.:

Synonyms:(-)-1,3,5-triisopropyl-2-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene

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Chemical Property of (-)-1,3,5-triisopropyl-2-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene

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Technology Process of (-)-1,3,5-triisopropyl-2-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene

There total 2 articles about (-)-1,3,5-triisopropyl-2-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene 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: 93.0%

: 1530-32-1
ethyltriphenylphosphonium bromide

: 358726-34-8
(-)-2-methyl-3-[1-(S)-(2,4,6-triisopropylphenyl)ethoxy]prop-2-enal

: 358725-97-0
(-)-1,3,5-triisopropyl-2-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene

Guidance literature:: ethyltriphenylphosphonium bromide; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at 20 ℃; for 2h;

(-)-2-methyl-3-[1-(S)-(2,4,6-triisopropylphenyl)ethoxy]prop-2-enal; In tetrahydrofuran; hexane; at 0 ℃; for 2h; Further stages.;
DOI:10.1021/jo0101712

Reference yield:

: 102225-88-7
(-)-(S)-1-(2,4,6-triisopropylphenyl)ethanol

: 358725-97-0
(-)-1,3,5-triisopropyl-2-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 3 h / 20 °C

1.2: 79 percent / tetrahydrofuran / 20 h / 20 °C

2.1: lithium diisopropylamide / tetrahydrofuran; hexane / 2 h / 20 °C

2.2: 93 percent / tetrahydrofuran; hexane / 2 h / 0 °C

With sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; hexane; 2.2: Wittig olefination;
DOI:10.1021/jo0101712

Reference yield: 72.0%

: 6651-36-1
1-(Trimethylsilyloxy)cyclohexene

: 358725-97-0
(-)-1,3,5-triisopropyl-2-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene

: 74-88-4
methyl iodide

: (-)-(2S)-2-{(1S,2Z,4R)-2-methyl-4-(methylsulfonyl)-1-[(S)-1-(2,4,6-triisopropylphenyl)ethoxy]-pent-2-en-1-yl}cyclohexanone

: (2R)-2-{(1S,2Z,4R)-2-methyl-4-(methylsulfonyl)-1-[(S)-1-(2,4,6-triisopropylphenyl)ethoxy]-pent-2-en-1-yl}cyclohexanone

Guidance literature:: 1-(Trimethylsilyloxy)cyclohexene; (-)-1,3,5-triisopropyl-2-{(S)-1-[((E,E)-2-methylpenta-1,3-dien-1-yl)oxy]ethyl}benzene; With sulfur dioxide; bis(trifluoromethanesulfonyl)amide; In dichloromethane; at -85 - -78 ℃; for 5h;

methyl iodide; With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; at -78 - 20 ℃;
DOI:10.1002/1522-2675(200206)85:6<1674::AID-HLCA1674>3.0.CO;2-2