S-[trans-4-[(1E,3E)-4-[4-(trifluoromethyl)phenyl]-1,3-butadienyl]cyclohexyl] thioacetate

Base Information

• Chemical Name: S-[trans-4-[(1E,3E)-4-[4-(trifluoromethyl)phenyl]-1,3-butadienyl]cyclohexyl] thioacetate
• CAS No.: 183801-12-9
• Molecular Formula: C₁₉H₂₁F₃OS
• Molecular Weight: 354.436
• Mol file: 183801-12-9.mol

Synonyms:S-[trans-4-[(1E,3E)-4-[4-(trifluoromethyl)phenyl]-1,3-butadienyl]cyclohexyl] thioacetate

Chemical Property of S-[trans-4-[(1E,3E)-4-[4-(trifluoromethyl)phenyl]-1,3-butadienyl]cyclohexyl] thioacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-[trans-4-[(1E,3E)-4-[4-(trifluoromethyl)phenyl]-1,3-butadienyl]cyclohexyl] thioacetate

There total 9 articles about S-[trans-4-[(1E,3E)-4-[4-(trifluoromethyl)phenyl]-1,3-butadienyl]cyclohexyl] thioacetate 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:

2,6-dimethylpyridine (108-48-5) + sodium hydrogencarbonate (144-55-8) + acetyl chloride (75-36-5) + trans-1-(4-chlorobenzylsulfinyl)-4-[(1E,3E)-4-[4-(trifluoromethyl)phenyl]-1,3-butadienyl]cyclohexane → S-[trans-4-[(1E,3E)-4-[4-(trifluoromethyl)phenyl]-1,3-butadienyl]cyclohexyl] thioacetate (183801-12-9)

Guidance literature:

With triethylamine; trifluoroacetic anhydride; In 2-(tetrahydrofuran-2-yl)acetonitrile; dichloromethane;

Reference yield:

acetyl chloride (75-36-5) + 4-[(1E,3E)-4-(4-Trifluoromethyl-phenyl)-buta-1,3-dienyl]-cyclohexanethiol → S-[trans-4-[(1E,3E)-4-[4-(trifluoromethyl)phenyl]-1,3-butadienyl]cyclohexyl] thioacetate (183801-12-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1248/cpb.48.694

Reference yield:

8-methylsulfonyloxy-1,4-dioxaspiro[4.5]decane (141120-33-4) → S-[trans-4-[(1E,3E)-4-[4-(trifluoromethyl)phenyl]-1,3-butadienyl]cyclohexyl] thioacetate (183801-12-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: NaH / dimethylformamide / 0.08 h / 0 °C

1.2: 68 percent / dimethylformamide / 1 h / 50 °C

2.1: 100 percent / 2 M aq. HCl / acetone / 2 h / 50 °C

3.1: NaCH₂SOMe / dimethylsulfoxide / 20 °C

3.2: 78 percent / dimethylsulfoxide / 20 °C

4.1: 5 M aq. HCl / acetone / 2 h / 55 °C

4.2: 24 percent / NaOMe / methanol / 2 h / 20 °C

5.1: NaCH₂SOMe / dimethylsulfoxide / 2.5 h / 55 °C

5.2: 31 percent / dimethylsulfoxide / 0.25 h / 20 °C

6.1: 77 percent / mCPBA / CH₂Cl₂ / 0.08 h / 0 °C

7.1: (CF₃CO)2O; 2,6-lutidine / tetrahydrofuran; acetonitrile / 0.05 h / 20 °C

7.2: aq. NaHCO₃

8.1: Et₃N / CH₂Cl₂ / 1 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; dimsylsodium; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; acetonitrile; 1.1: Metallation / 1.2: Condensation / 2.1: Hydrolysis / 3.1: Metallation / 3.2: Condensation / 4.1: acidolysis / 4.2: epimerization / 5.1: Metallation / 5.2: Condensation / 6.1: Oxidation / 7.1: Rearrangement / 7.2: Hydrolysis / 8.1: Acetylation;

DOI:10.1248/cpb.48.694

upstream raw materials:

acetyl chloride

8-methylsulfonyloxy-1,4-dioxaspiro[4.5]decane

4-(4-chlorobenzylthio)cyclohexanone

1-(4-chlorobenzylthio)-4-(methoxymethylene)cyclohexane