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

Base Information

Chemical Name:(E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methyl 2,2-dimethylpropanoate
CAS No.:862549-20-0
Molecular Formula:C₂₉H₄₆O₄
Molecular Weight:458.682
Hs Code.:

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

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

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

There total 9 articles about (E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methyl 2,2-dimethylpropanoate 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: 82.0%

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

: 3282-30-2
pivaloyl chloride

: 862549-20-0
(E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methyl 2,2-dimethylpropanoate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;
DOI:10.1021/jm050352m

Reference yield:

: 108-83-8
diisobutyl ketone

: 862549-20-0
(E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methyl 2,2-dimethylpropanoate

Guidance literature:: Multi-step reaction with 9 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

9.1: 82 percent / triethylamine / CH₂Cl₂ / 0.17 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; ammonium cerium(IV) nitrate; 4 A molecular sieve; hydrogen; iodine; triethylamine; 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

: 862549-20-0
(E/Z)-{4-[5-methyl-3-(2-methylpropyl)hexylidene]-2-[(phenylmethoxy)methyl]-2-2,3,5-trihydrofuryl}methyl 2,2-dimethylpropanoate

Guidance literature:: Multi-step reaction with 7 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

7.1: 82 percent / triethylamine / CH₂Cl₂ / 0.17 h / 0 °C

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