(E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methan-1-ol

Base Information

Chemical Name:(E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methan-1-ol
CAS No.:862549-18-6
Molecular Formula:C₂₄H₃₈O₃
Molecular Weight:374.564
Hs Code.:

Synonyms:(E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methan-1-ol

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Chemical Property of (E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methan-1-ol

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Technology Process of (E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methan-1-ol

There total 8 articles about (E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methan-1-ol 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: 60.0%

: 862549-16-4
(E/Z)-4-methoxy-1-({4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl](2-2,3,5-trihydrofuryl)}methoxy)benzene

: 862549-18-6
(E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methan-1-ol

Guidance literature:: With ammonium cerium(IV) nitrate; In acetonitrile; at 0 ℃; for 0.5h;
DOI:10.1021/jm050352m

Reference yield:

: 108-83-8
diisobutyl ketone

: 862549-18-6
(E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methan-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 92 percent / tetrahydrofuran / -78 - 20 °C

2.1: 95 percent / PCC; molecular sieves 4 Angstroem / CH₂Cl₂ / 24 h / 20 °C

3.1: 64 percent / H₂ / Pd/C / CH₂Cl₂ / 3 h / 20 °C

4.1: 83 percent / LiAlH₄ / tetrahydrofuran / 0 °C

5.1: 78 percent / triphenylphosphine; imidazole; I₂ / tetrahydrofuran / 2 h / 20 °C

6.1: 84 percent / toluene / 24 h / Heating

7.1: n-butyllithium / tetrahydrofuran / 0.5 h / 20 °C

7.2: 40 percent / tetrahydrofuran / 2 h / Heating

8.1: 60 percent / aq. ammonium cerium(IV) nitrate / acetonitrile / 0.5 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; ammonium cerium(IV) nitrate; 4 A molecular sieve; hydrogen; iodine; triphenylphosphine; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jm050352m

Reference yield:

: 585538-79-0
5-methyl-3-(2-methylpropyl)hex-2-en-1-one

: 862549-18-6
(E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 64 percent / H₂ / Pd/C / CH₂Cl₂ / 3 h / 20 °C

2.1: 83 percent / LiAlH₄ / tetrahydrofuran / 0 °C

3.1: 78 percent / triphenylphosphine; imidazole; I₂ / tetrahydrofuran / 2 h / 20 °C

4.1: 84 percent / toluene / 24 h / Heating

5.1: n-butyllithium / tetrahydrofuran / 0.5 h / 20 °C

5.2: 40 percent / tetrahydrofuran / 2 h / Heating

6.1: 60 percent / aq. ammonium cerium(IV) nitrate / acetonitrile / 0.5 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; ammonium cerium(IV) nitrate; hydrogen; iodine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jm050352m