2-(4-methoxy-phenyl)-5-methyl-4-(1-methyl-penta-2,4-dienyl)-[1,3]dioxane

Base Information

Chemical Name:2-(4-methoxy-phenyl)-5-methyl-4-(1-methyl-penta-2,4-dienyl)-[1,3]dioxane
CAS No.:887602-23-5
Molecular Formula:C₁₈H₂₄O₃
Molecular Weight:288.387
Hs Code.:

Synonyms:2-(4-methoxy-phenyl)-5-methyl-4-(1-methyl-penta-2,4-dienyl)-[1,3]dioxane

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Chemical Property of 2-(4-methoxy-phenyl)-5-methyl-4-(1-methyl-penta-2,4-dienyl)-[1,3]dioxane

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Technology Process of 2-(4-methoxy-phenyl)-5-methyl-4-(1-methyl-penta-2,4-dienyl)-[1,3]dioxane

There total 10 articles about 2-(4-methoxy-phenyl)-5-methyl-4-(1-methyl-penta-2,4-dienyl)-[1,3]dioxane 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: 78.0%

: 887602-22-4
1-(4-methoxy-benzyloxy)-2,4-dimethyl-octa-5,7-dien-3-ol

: 887602-23-5
2-(4-methoxy-phenyl)-5-methyl-4-(1-methyl-penta-2,4-dienyl)-[1,3]dioxane

Guidance literature:: With 4 A molecular sieve; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/ja0609708

Reference yield:

: 887602-35-9
(2S,3S)-3-(Diisopropyl-prop-1-ynyl-silanyloxy)-2-methyl-pent-4-en-1-ol

: 887602-23-5
2-(4-methoxy-phenyl)-5-methyl-4-(1-methyl-penta-2,4-dienyl)-[1,3]dioxane

Guidance literature:: Multi-step reaction with 8 steps

1.1: 82 percent / CSA / CH₂Cl₂ / -10 - 20 °C

2.1: 65 percent / Ti(i-PrO)3Cl; i-PrMgCl / diethyl ether / 6 h

3.1: TBAF*H₂O / dimethylformamide / 6 h / 75 °C

4.1: 0.131 g / i-Pr₂NEt; DMAP / CH₂Cl₂ / 0 - 20 °C

5.1: Grubbs 2nd catalyst / toluene / 3 h / 60 °C

6.1: DIBAL-H / toluene / 0.25 h / -78 °C

7.1: n-BuLi / tetrahydrofuran; hexane / 0.08 h / 0 °C

7.2: 0.098 g / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

8.1: 78 percent / DDQ; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / 0 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; triisopropoxytitanium(IV) chloride; dmap; n-butyllithium; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; isopropylmagnesium chloride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 7.2: Wittig olefination;
DOI:10.1021/ja0609708

Reference yield:

: (5S,6S)-6-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-5-methyl-5,6-dihydro-2H-pyran-2-ol

: 887602-23-5
2-(4-methoxy-phenyl)-5-methyl-4-(1-methyl-penta-2,4-dienyl)-[1,3]dioxane

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.08 h / 0 °C

1.2: 0.098 g / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

2.1: 78 percent / DDQ; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / 0 °C

With n-butyllithium; 4 A molecular sieve; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane; 1.2: Wittig olefination;
DOI:10.1021/ja0609708