(-)-3-[(1S)-4-oxo-1-(2-propenyl)-2-cyclohexenyl]propyl 2,2-dimethylpropanoate

Base Information

Chemical Name:(-)-3-[(1S)-4-oxo-1-(2-propenyl)-2-cyclohexenyl]propyl 2,2-dimethylpropanoate
CAS No.:288301-44-0
Molecular Formula:C₁₇H₂₆O₃
Molecular Weight:278.392
Hs Code.:

Synonyms:(-)-3-[(1S)-4-oxo-1-(2-propenyl)-2-cyclohexenyl]propyl 2,2-dimethylpropanoate

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Chemical Property of (-)-3-[(1S)-4-oxo-1-(2-propenyl)-2-cyclohexenyl]propyl 2,2-dimethylpropanoate

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Technology Process of (-)-3-[(1S)-4-oxo-1-(2-propenyl)-2-cyclohexenyl]propyl 2,2-dimethylpropanoate

There total 7 articles about (-)-3-[(1S)-4-oxo-1-(2-propenyl)-2-cyclohexenyl]propyl 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: 64.0%

: 288301-43-9
(-)-3-[(1R)-1-(2-propenyl)-2-cyclohexenyl]propyl 2,2-dimethylpropanoate

: 288301-44-0
(-)-3-[(1S)-4-oxo-1-(2-propenyl)-2-cyclohexenyl]propyl 2,2-dimethylpropanoate

Guidance literature:: With chromium(VI) oxide; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/jo000142b

Reference yield:

: 94-66-6
2-allylcyclohexan-1-one

: 288301-44-0
(-)-3-[(1S)-4-oxo-1-(2-propenyl)-2-cyclohexenyl]propyl 2,2-dimethylpropanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: (S)-(-)-phenylethylamine; 5 Angstroem MS / toluene / 20 h / Heating

1.2: 168000 h / 20 °C

1.3: 68 percent / acetic acid; H₂O; methanol / 1 h / 20 °C

2.1: 16.7 g / LiAlH₄ / tetrahydrofuran / 0.33 h / 0 °C

3.1: pyridine; CH₂Cl₂ / 4 h / 0 - 20 °C

4.1: Et₃N / CH₂Cl₂; pyridine / 1 h / 20 °C

5.1: DBU / 7 h / 110 °C

6.1: 64 percent / CrO₃; 70percent aq. t-BuOOH / CH₂Cl₂ / 2 h / 0 °C

With chromium(VI) oxide; lithium aluminium tetrahydride; 5 Angstroem MS; (S)-1-phenyl-ethylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; toluene; 1.1: Condensation / 1.2: Addition / 1.3: Hydrolysis / 2.1: Reduction / 3.1: Acylation / 4.1: mesylation / 5.1: Elimination / 6.1: Oxidation;
DOI:10.1021/jo000142b

Reference yield:

: 3282-30-2
pivaloyl chloride

: 288301-44-0
(-)-3-[(1S)-4-oxo-1-(2-propenyl)-2-cyclohexenyl]propyl 2,2-dimethylpropanoate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine; CH₂Cl₂ / 4 h / 0 - 20 °C

2: Et₃N / CH₂Cl₂; pyridine / 1 h / 20 °C

3: DBU / 7 h / 110 °C

4: 64 percent / CrO₃; 70percent aq. t-BuOOH / CH₂Cl₂ / 2 h / 0 °C

With chromium(VI) oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In pyridine; dichloromethane; 1: Acylation / 2: mesylation / 3: Elimination / 4: Oxidation;
DOI:10.1021/jo000142b