2-[2-[(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-cyclohex-(E)-ylidene]-ethanol

Base Information

• Chemical Name: 2-[2-[(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-cyclohex-(E)-ylidene]-ethanol
• CAS No.: 83043-76-9
• Molecular Formula: C₂₃H₃₄O
• Molecular Weight: 326.522

Synonyms:2-[2-[(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-cyclohex-(E)-ylidene]-ethanol

Chemical Property of 2-[2-[(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-cyclohex-(E)-ylidene]-ethanol

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Technology Process of 2-[2-[(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-cyclohex-(E)-ylidene]-ethanol

There total 2 articles about 2-[2-[(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-cyclohex-(E)-ylidene]-ethanol 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: 33.1%

12,20-trimethylene-10,14-retro-retinol (83043-82-7) → [(1R,2aR,9aS)-3-Methyl-2-(2,6,6-trimethyl-cyclohex-1-enyl)-2,2a,6,7,8,9-hexahydro-1H-cyclobuta[d]naphthalen-1-yl]-methanol (83060-55-3) + 2-[2-[(2Z,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-cyclohex-(Z)-ylidene]-ethanol (83043-80-5) + 2-[2-[(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-cyclohex-(Z)-ylidene]-ethanol (83043-78-1) + 2-[2-[(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-cyclohex-(E)-ylidene]-ethanol (83043-76-9)

Guidance literature:

In hexane; at 69 ℃; for 4h;

DOI:10.1021/ja00386a046

Reference yield: 12.0%

12,20-trimethylene-10,14-retro-retinol (83043-82-7) → 2-[2-[(2Z,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-cyclohex-(Z)-ylidene]-ethanol (83043-80-5) + 2-[2-[(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-cyclohex-(Z)-ylidene]-ethanol (83043-78-1) + 2-[2-[(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-cyclohex-(E)-ylidene]-ethanol (83043-76-9) + [(1R,2S,2aR,9aS)-3-Methyl-2-(2,6,6-trimethyl-cyclohex-1-enyl)-2,2a,6,7,8,9-hexahydro-1H-cyclobuta[d]naphthalen-1-yl]-methanol (83060-55-3)

Guidance literature:

In hexane; for 4h; Heating;

DOI:10.1021/ja00349a039

Reference yield: 80.0%

2-[2-[(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dien-(Z)-ylidene]-cyclohex-(E)-ylidene]-ethanol (83043-76-9) → 12,20-trimethylene-11-cis-retinal (83043-75-8)

Guidance literature:

With manganese(IV) oxide; In Petroleum ether; at 0 ℃; for 1h;

DOI:10.1021/ja00386a046

upstream raw materials:

12,20-trimethylene-10,14-retro-retinol

Downstream raw materials:

12,20-trimethylene-11-cis-retinal

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