(-)-4(Z)-(4R,5R)-4-hydroxy-4-(5-hydroxy-3-methylpent-3-en-1-ynyl)-3,3,5-trimethylcyclohexanone

Base Information

• Chemical Name: (-)-4(Z)-(4R,5R)-4-hydroxy-4-(5-hydroxy-3-methylpent-3-en-1-ynyl)-3,3,5-trimethylcyclohexanone
• CAS No.: 130694-57-4
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.338

Synonyms:(-)-4(Z)-(4R,5R)-4-hydroxy-4-(5-hydroxy-3-methylpent-3-en-1-ynyl)-3,3,5-trimethylcyclohexanone

Chemical Property of (-)-4(Z)-(4R,5R)-4-hydroxy-4-(5-hydroxy-3-methylpent-3-en-1-ynyl)-3,3,5-trimethylcyclohexanone

Chemical Property:

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Technology Process of (-)-4(Z)-(4R,5R)-4-hydroxy-4-(5-hydroxy-3-methylpent-3-en-1-ynyl)-3,3,5-trimethylcyclohexanone

There total 15 articles about (-)-4(Z)-(4R,5R)-4-hydroxy-4-(5-hydroxy-3-methylpent-3-en-1-ynyl)-3,3,5-trimethylcyclohexanone 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: 100.0%

2-cis-5-(4',4'-ethylenedioxy-1'-hydroxy-2',2',6'-trimethylcyclohexyl)-3-methylpent-2-en-4-yn-1-ol (95307-31-6,95343-60-5,137432-90-7) → 2-cis-5-(1'-hydroxy-2',2',6'-trimethyl-4'-oxocyclohexyl)-3-methylpent-2-en-4-yn-1-ol (49846-56-2,70954-44-8,95343-49-0,95343-61-6,130694-57-4,130694-71-2,130694-74-5,137432-91-8,137432-93-0)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 2h;

DOI:10.1016/0031-9422(91)83174-J

Reference yield: 92.0%

Acetic acid (Z)-5-((1R,6R)-1-hydroxy-2,2,6-trimethyl-4-oxo-cyclohexyl)-3-methyl-pent-2-en-4-ynyl ester (130694-58-5) → (-)-4(Z)-(4R,5R)-4-hydroxy-4-(5-hydroxy-3-methylpent-3-en-1-ynyl)-3,3,5-trimethylcyclohexanone (130694-57-4)

Guidance literature:

With potassium hydroxide; In methanol; for 1h; Ambient temperature;

Reference yield: 29.0%

sodium acetate (127-09-3) + acetic acid (64-19-7,77671-22-8) + 2-trans-5-(4',4'-ethylenedioxy-1'-hydroxy-2',2',6'-trimethylcyclohexyl)-3-methylpent-2-en-4-yn-1-ol (95307-31-6,95343-60-5,137432-90-7) → 2-trans-5-(1'-hydroxy-2',2',6'-trimethyl-4'-oxocyclohexyl)-3-methylpent-2-en-4-yn-1-ol (49846-56-2,70954-44-8,95343-49-0,95343-61-6,130694-57-4,130694-71-2,130694-74-5,137432-91-8,137432-93-0) + Acetic acid (E)-5-((1S,6R)-1-hydroxy-2,2,6-trimethyl-4-oxo-cyclohexyl)-3-methyl-pent-2-en-4-ynyl ester (26533-74-4,95343-50-3,95343-62-7,130694-58-5,130694-70-1,151004-76-1)

Guidance literature:

Heating;

upstream raw materials:

Acetic acid (Z)-5-((1R,6R)-1-hydroxy-2,2,6-trimethyl-4-oxo-cyclohexyl)-3-methyl-pent-2-en-4-ynyl ester

(Z)-3-methylpent-2-en-4-ynol

(4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one

(6R)-levodione

Downstream raw materials:

(Z)-5-((1S,6R)-1-Hydroxy-2,2,6-trimethyl-4-oxo-cyclohexyl)-3-methyl-pent-2-en-4-ynal

2-cis-5-(1',4'-dihydroxy-2',2',6'-trimethylcyclohexyl)-3-methylpent-2-en-4-yn-1-ol

Acetic acid (Z)-3-methyl-5-(2,6,6-trimethyl-4-oxo-cyclohex-2-enylidene)-penta-2,4-dienyl ester

(Z)-5-((1S,6R)-1-Hydroxy-2,2,6-trimethyl-4-oxo-cyclohexyl)-3-methyl-pent-2-en-4-ynoic acid methyl ester

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