(4S,5R)-4-Allyl-3-(3,3-dimethyl-pent-4-enyl)-2,4-dimethyl-5-((S)-2-methyl-oxiranyl)-cyclohex-2-enone

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Chemical Name:(4S,5R)-4-Allyl-3-(3,3-dimethyl-pent-4-enyl)-2,4-dimethyl-5-((S)-2-methyl-oxiranyl)-cyclohex-2-enone
CAS No.:691871-11-1
Molecular Formula:C₂₁H₃₂O₂
Molecular Weight:316.484
Hs Code.:

Synonyms:(4S,5R)-4-Allyl-3-(3,3-dimethyl-pent-4-enyl)-2,4-dimethyl-5-((S)-2-methyl-oxiranyl)-cyclohex-2-enone

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Chemical Property of (4S,5R)-4-Allyl-3-(3,3-dimethyl-pent-4-enyl)-2,4-dimethyl-5-((S)-2-methyl-oxiranyl)-cyclohex-2-enone

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Technology Process of (4S,5R)-4-Allyl-3-(3,3-dimethyl-pent-4-enyl)-2,4-dimethyl-5-((S)-2-methyl-oxiranyl)-cyclohex-2-enone

There total 4 articles about (4S,5R)-4-Allyl-3-(3,3-dimethyl-pent-4-enyl)-2,4-dimethyl-5-((S)-2-methyl-oxiranyl)-cyclohex-2-enone 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: 65.0%

: 691871-09-7
(4S,5S)-4-Allyl-3-(3,3-dimethyl-pent-4-enyl)-5-isopropenyl-2,4-dimethyl-cyclohex-2-enone

: 691871-11-1
(4S,5R)-4-Allyl-3-(3,3-dimethyl-pent-4-enyl)-2,4-dimethyl-5-((S)-2-methyl-oxiranyl)-cyclohex-2-enone

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/j.tetlet.2004.02.075

Reference yield:

: 7796-72-7
ethyl 3,3-dimethylpent-4-enoate

: 691871-11-1
(4S,5R)-4-Allyl-3-(3,3-dimethyl-pent-4-enyl)-2,4-dimethyl-5-((S)-2-methyl-oxiranyl)-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / LAH / diethyl ether / 2 h / -70 - 20 °C

2: 90 percent / CBr₄; PPh₃ / CH₂Cl₂ / 10 h / 20 °C

3: Li / tetrahydrofuran / 0.5 h / 10 - 20 °C

4: PCC / CH₂Cl₂ / 4 h

5: 65 percent / MCPBA / CH₂Cl₂ / 1 h / 0 °C

With lithium aluminium tetrahydride; carbon tetrabromide; lithium; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; 3: Barbier reaction;
DOI:10.1016/j.tetlet.2004.02.075

Reference yield:

: 53589-56-3
3,3-dimethyl-4-pentenol

: 691871-11-1
(4S,5R)-4-Allyl-3-(3,3-dimethyl-pent-4-enyl)-2,4-dimethyl-5-((S)-2-methyl-oxiranyl)-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / CBr₄; PPh₃ / CH₂Cl₂ / 10 h / 20 °C

2: Li / tetrahydrofuran / 0.5 h / 10 - 20 °C

3: PCC / CH₂Cl₂ / 4 h

4: 65 percent / MCPBA / CH₂Cl₂ / 1 h / 0 °C

With carbon tetrabromide; lithium; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; 2: Barbier reaction;
DOI:10.1016/j.tetlet.2004.02.075