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

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid (R)-5-methyl-5-((E)-(S)-1-methyl-but-2-enyl)-6-oxo-cyclohex-1-enyl ester
• CAS No.: 277326-84-8
• Molecular Formula: C₁₃H₁₇F₃O₄S
• Molecular Weight: 326.337
• Mol file: 277326-84-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about Trifluoro-methanesulfonic acid (R)-5-methyl-5-((E)-(S)-1-methyl-but-2-enyl)-6-oxo-cyclohex-1-enyl ester 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:

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

Reference yield:

3-methyl-2-(1-methyl-2-butenyloxy)-2-cyclohexen-1-one → 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:

Multi-step reaction with 2 steps

1: Ho(fod)3 / CHCl₃ / Heating

2: (C₂H₅)3N / CH₂Cl₂ / -78 °C

With Ho(fod)3; triethylamine; In dichloromethane; chloroform; 1: Rearrangement / 2: triflation;

DOI:10.1021/ja000274m

Reference yield: 80.0%

Trifluoro-methanesulfonic acid (R)-5-methyl-5-((E)-(S)-1-methyl-but-2-enyl)-6-oxo-cyclohex-1-enyl ester (277326-84-8) + phenylboronic acid (98-80-6) → 2-methyl-2-(1-methyl-2-butenyl)-5-phenyl-5-cyclohexen-1-one

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triethylamine; In tetrahydrofuran; dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ja000274m

upstream raw materials:

trifluoromethylsulfonic anhydride

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