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

Base Information

• Chemical Name: 2-hydroxy-2-methyl-5-((R)-6-methylhept-5-en-2-yl)cyclohex-3-enyl acetate
• CAS No.: 915301-62-1
• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.408
• Mol file: 915301-62-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about 2-hydroxy-2-methyl-5-((R)-6-methylhept-5-en-2-yl)cyclohex-3-enyl acetate 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%

2-methyl-5-((R)-6-methylhept-5-en-2-yl)cyclohex-3-ene-1,2-diol (915301-61-0) + acetyl chloride (75-36-5) → 2-hydroxy-2-methyl-5-((R)-6-methylhept-5-en-2-yl)cyclohex-3-enyl acetate (915301-62-1)

Guidance literature:

With pyridine; at 20 ℃; for 12h;

DOI:10.1021/jo061730d

Reference yield:

6-hydroxy-4-((R)-6-methylhept-5-en-2-yl)cyclohex-2-enone (915235-16-4) → 2-hydroxy-2-methyl-5-((R)-6-methylhept-5-en-2-yl)cyclohex-3-enyl acetate (915301-62-1)

Guidance literature:

Multi-step reaction with 2 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

With pyridine; magnesium; In diethyl ether; 1.2: Grignard reaction;

DOI:10.1021/jo061730d

Reference yield:

[4-((R)-1,5-Dimethyl-hex-4-enyl)-cyclohexa-1,5-dienyloxy]-trimethyl-silane → 2-hydroxy-2-methyl-5-((R)-6-methylhept-5-en-2-yl)cyclohex-3-enyl acetate (915301-62-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: mCPBA; NaHCO₃ / CH₂Cl₂; H₂O / 10 h / 20 °C

1.2: 4.50 g / aq. HCl / CH₂Cl₂ / 12 h / 20 °C

2.1: Mg / diethyl ether / 2 h / 20 °C

2.2: 95 percent / diethyl ether / 12 h / 20 °C

3.1: 85 percent / pyridine / 12 h / 20 °C

With pyridine; sodium hydrogencarbonate; magnesium; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; water; 2.2: Grignard reaction;

DOI:10.1021/jo061730d

upstream raw materials:

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

acetyl chloride

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

4-[(1R)-1,5-dimethylhex-4-enyl]cyclohex-2-en-1-one

Downstream raw materials:

(R)-(-)-curcuquinone

2-methyl-5-[(2R)-6-methylhept-5-en-2-yl]benzene-1,4-diol

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

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