(5R,6R)-5-Isopropenyl-3-methyl-6-((E)-(R)-1-methyl-2-oxo-hexa-3,5-dienyl)-cyclohex-2-enone

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Chemical Name:(5R,6R)-5-Isopropenyl-3-methyl-6-((E)-(R)-1-methyl-2-oxo-hexa-3,5-dienyl)-cyclohex-2-enone
CAS No.:158690-90-5
Molecular Formula:C₁₇H₂₂O₂
Molecular Weight:258.36
Hs Code.:

Synonyms:(5R,6R)-5-Isopropenyl-3-methyl-6-((E)-(R)-1-methyl-2-oxo-hexa-3,5-dienyl)-cyclohex-2-enone

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Chemical Property of (5R,6R)-5-Isopropenyl-3-methyl-6-((E)-(R)-1-methyl-2-oxo-hexa-3,5-dienyl)-cyclohex-2-enone

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Technology Process of (5R,6R)-5-Isopropenyl-3-methyl-6-((E)-(R)-1-methyl-2-oxo-hexa-3,5-dienyl)-cyclohex-2-enone

There total 8 articles about (5R,6R)-5-Isopropenyl-3-methyl-6-((E)-(R)-1-methyl-2-oxo-hexa-3,5-dienyl)-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: 76.0%

: (3R,3aR,4R,7aS)-2-((E)-Buta-1,3-dienyl)-4-isopropenyl-3,6-dimethyl-2,3,3a,4,5,7a-hexahydro-benzofuran-2-ol

: 158690-90-5
(5R,6R)-5-Isopropenyl-3-methyl-6-((E)-(R)-1-methyl-2-oxo-hexa-3,5-dienyl)-cyclohex-2-enone

Guidance literature:: With manganese(IV) oxide; In dichloromethane; for 8h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85379-5

Reference yield:

: 158690-84-7
(4R,6S)-4-Isopropenyl-6-methyl-cyclohex-2-enone

: 158690-90-5
(5R,6R)-5-Isopropenyl-3-methyl-6-((E)-(R)-1-methyl-2-oxo-hexa-3,5-dienyl)-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / LiAlH₄ / diethyl ether / 3 h / -78 °C

2: 85 percent / 2,4-dinitrophenol / toluene / 30 h / 120 °C

3: 95 percent / 1 M aq. LiOH / tetrahydrofuran / Ambient temperature

4: 84 percent / I₂, DBU / acetonitrile / 2 h / 70 °C

5: 87 percent / 1 M LDA / tetrahydrofuran / 0.5 h / -78 °C

6: 81 percent / 1.6 M BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

7: 76 percent / MnO₂ / CH₂Cl₂ / 8 h / Ambient temperature

With manganese(IV) oxide; lithium hydroxide; lithium aluminium tetrahydride; n-butyllithium; 2,4-Dinitrophenol; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1016/S0040-4020(01)85379-5

Reference yield:

: 158690-86-9
((1R,4S,6R)-6-Isopropenyl-4-methyl-cyclohex-2-enyl)-acetic acid

: 158690-90-5
(5R,6R)-5-Isopropenyl-3-methyl-6-((E)-(R)-1-methyl-2-oxo-hexa-3,5-dienyl)-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / I₂, DBU / acetonitrile / 2 h / 70 °C

2: 87 percent / 1 M LDA / tetrahydrofuran / 0.5 h / -78 °C

3: 81 percent / 1.6 M BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

4: 76 percent / MnO₂ / CH₂Cl₂ / 8 h / Ambient temperature

With manganese(IV) oxide; n-butyllithium; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4020(01)85379-5