(R)-3-(2-(3-(trifluoromethyl)phenyl)propanoyl)oxazolidin-2-one

Base Information

• Chemical Name: (R)-3-(2-(3-(trifluoromethyl)phenyl)propanoyl)oxazolidin-2-one
• CAS No.: 1330681-49-6
• Molecular Formula: C₁₃H₁₂F₃NO₃
• Molecular Weight: 287.238
• Mol file: 1330681-49-6.mol

Synonyms:(R)-3-(2-(3-(trifluoromethyl)phenyl)propanoyl)oxazolidin-2-one

Chemical Property of (R)-3-(2-(3-(trifluoromethyl)phenyl)propanoyl)oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(2-(3-(trifluoromethyl)phenyl)propanoyl)oxazolidin-2-one

There total 3 articles about (R)-3-(2-(3-(trifluoromethyl)phenyl)propanoyl)oxazolidin-2-one 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: 84.0%

[3-(trifluoromethyl)phenyl](2,4,6-trimethylphenyl)iodonium trifluoromethanesulfonate (1204518-08-0) + 3-<(Z)-1-Trimethylsilyloxyprop-1-enyl>-2-oxazolidone (134576-98-0) → (R)-3-(2-(3-(trifluoromethyl)phenyl)propanoyl)oxazolidin-2-one (1330681-49-6)

Guidance literature:

With [Cu(OTf)2((R)-Ph-BOX)]; In dichloromethane; at 20 ℃; for 2h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja206047h

Reference yield:

N-propionyloxazolidin-2-one (60420-27-1) → (R)-3-(2-(3-(trifluoromethyl)phenyl)propanoyl)oxazolidin-2-one (1330681-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 - 20 °C / Inert atmosphere

2.1: [Cu(OTf)2((R)-Ph-BOX)] / dichloromethane / 2 h / 20 °C / Inert atmosphere

With [Cu(OTf)2((R)-Ph-BOX)]; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja206047h

Reference yield:

m-trifluoromethylphenyl iodide (401-81-0) → (R)-3-(2-(3-(trifluoromethyl)phenyl)propanoyl)oxazolidin-2-one (1330681-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: [Cu(OTf)2((R)-Ph-BOX)] / dichloromethane / 2 h / 20 °C / Inert atmosphere

With [Cu(OTf)2((R)-Ph-BOX)]; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/ja206047h

upstream raw materials:

N-propionyloxazolidin-2-one

[3-(trifluoromethyl)phenyl](2,4,6-trimethylphenyl)iodonium trifluoromethanesulfonate

3-<(Z)-1-Trimethylsilyloxyprop-1-enyl>-2-oxazolidone

m-trifluoromethylphenyl iodide