Trifluoro-methanesulfonic acid 1-((R)-4-methyl-cyclohex-3-enyl)-vinyl ester

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid 1-((R)-4-methyl-cyclohex-3-enyl)-vinyl ester
• CAS No.: 779358-25-7
• Molecular Formula: C₁₀H₁₃F₃O₃S
• Molecular Weight: 270.273
• Mol file: 779358-25-7.mol

Synonyms:Trifluoro-methanesulfonic acid 1-((R)-4-methyl-cyclohex-3-enyl)-vinyl ester

Chemical Property of Trifluoro-methanesulfonic acid 1-((R)-4-methyl-cyclohex-3-enyl)-vinyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Trifluoro-methanesulfonic acid 1-((R)-4-methyl-cyclohex-3-enyl)-vinyl ester

There total 3 articles about Trifluoro-methanesulfonic acid 1-((R)-4-methyl-cyclohex-3-enyl)-vinyl 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: 64.0%

N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) + methyl-[(1R)-4-methylcyclohex-3-enyl]ketone (6090-09-1,57072-59-0,70286-20-3,54973-16-9) → Trifluoro-methanesulfonic acid 1-((R)-4-methyl-cyclohex-3-enyl)-vinyl ester (779358-25-7)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at -78 - -40 ℃;

DOI:10.1002/anie.200453859

Reference yield: 8.0%

trifluoromethylsulfonic anhydride (358-23-6) + methyl-[(1R)-4-methylcyclohex-3-enyl]ketone (6090-09-1,57072-59-0,70286-20-3,54973-16-9) → Trifluoro-methanesulfonic acid 1-((R)-4-methyl-cyclohex-3-enyl)-vinyl ester (779358-25-7)

Guidance literature:

DOI:10.1002/anie.200453859

Reference yield:

cis-(R)-limonene oxide (4680-24-4) → Trifluoro-methanesulfonic acid 1-((R)-4-methyl-cyclohex-3-enyl)-vinyl ester (779358-25-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: O₃ / CH₂Cl₂ / -78 °C

1.2: 50 percent / Zn; acetic acid; sodium iodide / sodium acetate

2.1: 64 percent / KHMDS / tetrahydrofuran / -78 - -40 °C

With potassium hexamethylsilazane; ozone; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.200453859

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide

methyl-[(1R)-4-methylcyclohex-3-enyl]ketone

trifluoromethylsulfonic anhydride

cis-(R)-limonene oxide

Downstream raw materials:

[1-((R)-4-Methyl-cyclohex-3-enyl)-vinyl]-benzene

Acetic acid (1R,4S,5R,8R)-4-formyl-8-methyl-4-phenyl-2,3-dioxa-bicyclo[3.3.1]non-8-yl ester

(1R,5R,8R)-8-Methyl-4-phenyl-4-phenylsulfanylmethyl-2,3-dioxa-bicyclo[3.3.1]non-8-yl-hydroperoxide

(1R,4S,5R,8R)-8-Methyl-4-phenyl-4-phenylsulfanylmethyl-2,3-dioxa-bicyclo[3.3.1]nonan-8-ol