methyl (E,E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enyl]penta-2,4-dienoate

Base Information

• Chemical Name: methyl (E,E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enyl]penta-2,4-dienoate
• CAS No.: 189272-30-8
• Molecular Formula: C₂₅H₃₆O₂
• Molecular Weight: 368.56

Synonyms:methyl (E,E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enyl]penta-2,4-dienoate

Chemical Property of methyl (E,E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enyl]penta-2,4-dienoate

Chemical Property:

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Technology Process of methyl (E,E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enyl]penta-2,4-dienoate

There total 5 articles about methyl (E,E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enyl]penta-2,4-dienoate 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:

Ethyl 2-<<(Trifluoromethyl)sulfonyl>oxy>-1-cycloheptene-1-carboxylate (144242-09-1) → methyl (E,E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enyl]penta-2,4-dienoate (189272-30-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 95 percent / potassium hydroxide / Pd(PPh₃)4 / benzene; H₂O / Heating

2.1: 94 percent / lithium aluminium hydride / tetrahydrofuran / cooling

3.1: MnO₂ / petroleum ether / 20 °C

4.1: lithium diisopropylamide / tetrahydrofuran; hexane / cooling

4.2: tetrahydrofuran; hexane / cooling

With manganese(IV) oxide; potassium hydroxide; lithium aluminium tetrahydride; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; water; Petroleum ether; benzene; 1.1: Suzuki coupling / 4.2: Horner-Emmons olefination;

DOI:10.1016/j.bmc.2006.04.043

Reference yield:

2-(1-ethynyl-2,6,6-trimethylcyclohexene)-1,3,2-benzodioxaborole (109769-41-7) → methyl (E,E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enyl]penta-2,4-dienoate (189272-30-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 95 percent / potassium hydroxide / Pd(PPh₃)4 / benzene; H₂O / Heating

2.1: 94 percent / lithium aluminium hydride / tetrahydrofuran / cooling

3.1: MnO₂ / petroleum ether / 20 °C

4.1: lithium diisopropylamide / tetrahydrofuran; hexane / cooling

4.2: tetrahydrofuran; hexane / cooling

With manganese(IV) oxide; potassium hydroxide; lithium aluminium tetrahydride; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; water; Petroleum ether; benzene; 1.1: Suzuki coupling / 4.2: Horner-Emmons olefination;

DOI:10.1016/j.bmc.2006.04.043

Reference yield:

2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enemethanol (189271-95-2) → methyl (E,E)-3-methyl-5-[2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enyl]penta-2,4-dienoate (189272-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: MnO₂ / petroleum ether / 20 °C

2.1: lithium diisopropylamide / tetrahydrofuran; hexane / cooling

2.2: tetrahydrofuran; hexane / cooling

With manganese(IV) oxide; lithium diisopropyl amide; In tetrahydrofuran; hexane; Petroleum ether; 2.2: Horner-Emmons olefination;

DOI:10.1016/j.bmc.2006.04.043

upstream raw materials:

2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]-cyclohept-1-enecarbaldehyde

methyl 4-diethylphosphono-3-methyl-2-butenoate

2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enemethanol

ethyl 2-[(E)-2-(2,6,6-trimethylcyclohex-1-enyl)ethenyl]cyclohept-1-enecarboxylate

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