(S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane

Base Information

• Chemical Name: (S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane
• CAS No.: 147383-77-5
• Molecular Formula: C₁₁H₁₂F₂OS
• Molecular Weight: 230.278
• Mol file: 147383-77-5.mol

Synonyms:(S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane

Chemical Property of (S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane

There total 5 articles about (S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane 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:

Methanesulfonic acid (2R,3S)-2-(2,4-difluoro-phenyl)-2-hydroxy-3-methylsulfanyl-butyl ester → (S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane (147383-77-5)

Guidance literature:

With potassium hydroxide; In toluene; at 0 ℃; for 2h; Yield given;

DOI:10.1246/bcsj.69.2625

Reference yield:

(E)-2-(2,4-difluorophenyl)-2-buten-1-ol (173787-23-0) → (S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane (147383-77-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / Ti(O-iPr)4, t-butyl hydroperoxide, (-)-diethyl (2S,3S)-tartrate / CH₂Cl₂ / 48 h / -20 °C

2: 77 percent / dimethylsulfoxide; H₂O / 3 h / 55 °C

3: Et₃N / toluene / 0.5 h / 0 °C

4: 15percent aq. KOH / toluene / 2 h / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; potassium hydroxide; diethyl (2S,3S)-tartrate; triethylamine; In dichloromethane; water; dimethyl sulfoxide; toluene;

DOI:10.1246/bcsj.69.2625

Reference yield:

(2R,3S)-2-(2,4-Difluoro-phenyl)-3-methylsulfanyl-butane-1,2-diol (182699-16-7) → (S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane (147383-77-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / toluene / 0.5 h / 0 °C

2: 15percent aq. KOH / toluene / 2 h / 0 °C

With potassium hydroxide; triethylamine; In toluene;

DOI:10.1246/bcsj.69.2625

upstream raw materials:

(E)-2-(2,4-difluorophenyl)-2-buten-1-ol

(2R,3S)-2-(2,4-Difluoro-phenyl)-3-methylsulfanyl-butane-1,2-diol

(2R,3R)-2-(2,4-difluorophenyl)-2-hydroxymethyl-3-methyloxirane

Downstream raw materials:

(2R,3S)-2-(2,4-Difluoro-phenyl)-3-methylsulfanyl-1-[1,2,4]triazol-1-yl-butan-2-ol

1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone

(2R,3R)-2-(2,4-difluorophenyl)-3-(methylsulfonyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

(2R,3S)-2-(2,4-Difluoro-phenyl)-3-methanesulfonyl-1-[1,2,4]triazol-1-yl-butan-2-ol