(1'S/R,2S,R_S)-2-trifluoromethyl-2-[1'-(4-methylphenyl)sulfinyl]pent-3'-enyloxirane

Base Information

• Chemical Name: (1'S/R,2S,R_S)-2-trifluoromethyl-2-[1'-(4-methylphenyl)sulfinyl]pent-3'-enyloxirane
• CAS No.: 248957-67-7
• Molecular Formula: C₁₅H₁₇F₃O₂S
• Molecular Weight: 318.36

Synonyms:(1'S/R,2S,R_S)-2-trifluoromethyl-2-[1'-(4-methylphenyl)sulfinyl]pent-3'-enyloxirane

Chemical Property of (1'S/R,2S,R_S)-2-trifluoromethyl-2-[1'-(4-methylphenyl)sulfinyl]pent-3'-enyloxirane

Chemical Property:

Purity/Quality:

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Technology Process of (1'S/R,2S,R_S)-2-trifluoromethyl-2-[1'-(4-methylphenyl)sulfinyl]pent-3'-enyloxirane

There total 1 articles about (1'S/R,2S,R_S)-2-trifluoromethyl-2-[1'-(4-methylphenyl)sulfinyl]pent-3'-enyloxirane 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: 80.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (3R/S,RS)-3-[(4-methylphenyl)sulfinyl]-1,1,1-trifluoro-hept-6-en-2-one (390823-80-0) → (R)-2-[1-((R)-Toluene-4-sulfinyl)-pent-4-enyl]-2-trifluoromethyl-oxirane (248957-72-4) + (1'S/R,2S,RS)-2-trifluoromethyl-2-[1'-(4-methylphenyl)sulfinyl]pent-3'-enyloxirane (248957-67-7)

Guidance literature:

In methanol; at 0 ℃;

DOI:10.1016/S0040-4039(99)01186-7

Reference yield: 78.0%

(1'S/R,2S,RS)-2-trifluoromethyl-2-[1'-(4-methylphenyl)sulfinyl]pent-3'-enyloxirane (248957-67-7) → (2S,3S,RS)-2-trifluoromethyl-3-[(4-methylphenyl)sulfinyl]hept-6-en-en-1,2-diol (248957-68-8)

Guidance literature:

With perchloric acid; In tetrahydrofuran; water; at 40 ℃; for 168h;

DOI:10.1021/jo0055640

Reference yield:

(1'S/R,2S,RS)-2-trifluoromethyl-2-[1'-(4-methylphenyl)sulfinyl]pent-3'-enyloxirane (248957-67-7) → (1S,2S,5R)-5-methyl-1-trifluoromethyl-2-[(4-methylphenyl)sulfenyl]-6,8-dioxabicyclo[3.2.1]octane (248957-70-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / aq. HClO₄ / H₂O; tetrahydrofuran / 168 h / 40 °C

2: 72 percent / CuCl₂ / PdCl₂ / 1,2-dimethoxy-ethane

3: 92 percent / TFAA; NaI / acetone / 0.17 h / -40 °C

With perchloric acid; trifluoroacetic anhydride; sodium iodide; copper dichloride; palladium dichloride; In tetrahydrofuran; 1,2-dimethoxyethane; water; acetone; 2: Wacker oxidation;

DOI:10.1021/jo0055640

upstream raw materials:

diazomethane

(3R/S,R_S)-3-[(4-methylphenyl)sulfinyl]-1,1,1-trifluoro-hept-6-en-2-one

Downstream raw materials:

(2S,3S,R_S)-2-trifluoromethyl-3-[(4-methylphenyl)sulfinyl]hept-6-en-en-1,2-diol

(1S,2S,5R)-5-methyl-1-trifluoromethyl-2-[(4-methylphenyl)sulfenyl]-6,8-dioxabicyclo[3.2.1]octane

(1S,2S,5R,R_S)-5-methyl-1-trifluoromethyl-2-[(4-methylphenyl)sulfinyl]-6,8-dioxabicyclo[3.2.1]octane

(2S,3S,R_S)-2-hydroxy-2-trifluoromethyl-3-[(4-methylphenyl)sulfinyl]-6-oxo-heptan-1-ol

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