(R)-2-Hydroxy-6-methyl-6-((E)-(S)-1-methyl-but-2-enyl)-cyclohex-2-enone

Base Information

• Chemical Name: (R)-2-Hydroxy-6-methyl-6-((E)-(S)-1-methyl-but-2-enyl)-cyclohex-2-enone
• CAS No.: 277326-79-1
• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.274
• Mol file: 277326-79-1.mol

Synonyms:(R)-2-Hydroxy-6-methyl-6-((E)-(S)-1-methyl-but-2-enyl)-cyclohex-2-enone

Chemical Property of (R)-2-Hydroxy-6-methyl-6-((E)-(S)-1-methyl-but-2-enyl)-cyclohex-2-enone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-Hydroxy-6-methyl-6-((E)-(S)-1-methyl-but-2-enyl)-cyclohex-2-enone

There total 1 articles about (R)-2-Hydroxy-6-methyl-6-((E)-(S)-1-methyl-but-2-enyl)-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:

3-methyl-2-(1-methyl-2-butenyloxy)-2-cyclohexen-1-one → (S)-2-Hydroxy-6-methyl-6-((E)-(R)-1-methyl-but-2-enyl)-cyclohex-2-enone + (R)-2-Hydroxy-6-methyl-6-((E)-(S)-1-methyl-but-2-enyl)-cyclohex-2-enone (277326-79-1)

Guidance literature:

With Ho(fod)3; In chloroform; Title compound not separated from byproducts.; Heating;

DOI:10.1021/ja000274m

Reference yield:

(R)-2-Hydroxy-6-methyl-6-((E)-(S)-1-methyl-but-2-enyl)-cyclohex-2-enone (277326-79-1) → 2-methyl-2-(1-methyl-2-butenyl)-5-cyclohexen-1-one

Guidance literature:

Multi-step reaction with 2 steps

1: (C₂H₅)3N / CH₂Cl₂ / -78 °C

2: 71 percent / triphenylphosphine; triethylamine; formic acid / palladium(II) acetate / dimethylformamide / 1 h / 60 °C

With formic acid; triethylamine; triphenylphosphine; palladium diacetate; In dichloromethane; N,N-dimethyl-formamide; 1: triflation / 2: Hydrogenolysis;

DOI:10.1021/ja000274m

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + (R)-2-Hydroxy-6-methyl-6-((E)-(S)-1-methyl-but-2-enyl)-cyclohex-2-enone (277326-79-1) → Trifluoro-methanesulfonic acid (R)-5-methyl-5-((E)-(S)-1-methyl-but-2-enyl)-6-oxo-cyclohex-1-enyl ester (277326-84-8)

Guidance literature:

With triethylamine; In dichloromethane; at -78 ℃;

DOI:10.1021/ja000274m

Downstream raw materials:

Trifluoro-methanesulfonic acid (R)-5-methyl-5-((E)-(S)-1-methyl-but-2-enyl)-6-oxo-cyclohex-1-enyl ester