4-hydroxy-2-methyl-4-(2-methylallyl)-5-((R)-6-methylhept-5-en-2-yl)cyclohex-2-enone

Base Information

• Chemical Name: 4-hydroxy-2-methyl-4-(2-methylallyl)-5-((R)-6-methylhept-5-en-2-yl)cyclohex-2-enone
• CAS No.: 915235-15-3
• Molecular Formula: C₁₉H₃₀O₂
• Molecular Weight: 290.446
• Mol file: 915235-15-3.mol

Synonyms:4-hydroxy-2-methyl-4-(2-methylallyl)-5-((R)-6-methylhept-5-en-2-yl)cyclohex-2-enone

Chemical Property of 4-hydroxy-2-methyl-4-(2-methylallyl)-5-((R)-6-methylhept-5-en-2-yl)cyclohex-2-enone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-hydroxy-2-methyl-4-(2-methylallyl)-5-((R)-6-methylhept-5-en-2-yl)cyclohex-2-enone

There total 7 articles about 4-hydroxy-2-methyl-4-(2-methylallyl)-5-((R)-6-methylhept-5-en-2-yl)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: 85.0%

3-methyl-1-(2-methylallyl)-6-((R)-6-methylhept-5-en-2-yl)cyclohex-2-ene-1,4-diol (915301-63-2) → 4-hydroxy-2-methyl-4-(2-methylallyl)-5-((R)-6-methylhept-5-en-2-yl)cyclohex-2-enone (915235-15-3)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/jo061730d

Reference yield:

6-hydroxy-4-((R)-6-methylhept-5-en-2-yl)cyclohex-2-enone (915235-16-4) → 4-hydroxy-2-methyl-4-(2-methylallyl)-5-((R)-6-methylhept-5-en-2-yl)cyclohex-2-enone (915235-15-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Mg / diethyl ether / 2 h / 20 °C

1.2: 95 percent / diethyl ether / 12 h / 20 °C

2.1: 85 percent / pyridine / 12 h / 20 °C

3.1: 80 percent / pyridinium chlorochromate / CH₂Cl₂ / 8 h / 20 °C

4.1: 90 percent / Mg / tetrahydrofuran / 24 h / 0 °C

5.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

With pyridine; Dess-Martin periodane; magnesium; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; 1.2: Grignard reaction / 5.1: Dess-Martin oxidation;

DOI:10.1021/jo061730d

Reference yield:

2-methyl-5-((R)-6-methylhept-5-en-2-yl)cyclohex-3-ene-1,2-diol (915301-61-0) → 4-hydroxy-2-methyl-4-(2-methylallyl)-5-((R)-6-methylhept-5-en-2-yl)cyclohex-2-enone (915235-15-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / pyridine / 12 h / 20 °C

2: 80 percent / pyridinium chlorochromate / CH₂Cl₂ / 8 h / 20 °C

3: 90 percent / Mg / tetrahydrofuran / 24 h / 0 °C

4: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

With pyridine; Dess-Martin periodane; magnesium; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; 4: Dess-Martin oxidation;

DOI:10.1021/jo061730d

upstream raw materials:

3-methyl-1-(2-methylallyl)-6-((R)-6-methylhept-5-en-2-yl)cyclohex-2-ene-1,4-diol

6-hydroxy-4-((R)-6-methylhept-5-en-2-yl)cyclohex-2-enone

2-methyl-5-((R)-6-methylhept-5-en-2-yl)cyclohex-3-ene-1,2-diol

2-hydroxy-2-methyl-5-((R)-6-methylhept-5-en-2-yl)cyclohex-3-enyl acetate