(3S,R_S)-(E)-1-ethoxy-3-trifluoromethyl-3-hydroxy-4-(4-methylphenylsulfinyl)but-1-ene

Base Information

• Chemical Name: (3S,R_S)-(E)-1-ethoxy-3-trifluoromethyl-3-hydroxy-4-(4-methylphenylsulfinyl)but-1-ene
• CAS No.: 170118-69-1
• Molecular Formula: C₁₄H₁₇F₃O₃S
• Molecular Weight: 322.348

Synonyms:(3S,R_S)-(E)-1-ethoxy-3-trifluoromethyl-3-hydroxy-4-(4-methylphenylsulfinyl)but-1-ene

Chemical Property of (3S,R_S)-(E)-1-ethoxy-3-trifluoromethyl-3-hydroxy-4-(4-methylphenylsulfinyl)but-1-ene

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Technology Process of (3S,R_S)-(E)-1-ethoxy-3-trifluoromethyl-3-hydroxy-4-(4-methylphenylsulfinyl)but-1-ene

There total 1 articles about (3S,R_S)-(E)-1-ethoxy-3-trifluoromethyl-3-hydroxy-4-(4-methylphenylsulfinyl)but-1-ene 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:

(R)-methyl p-tolyl sulfoxide (1519-39-7) + (E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one (59938-06-6) → (E)-(R)-4-Ethoxy-1,1,1-trifluoro-2-((R)-toluene-4-sulfinylmethyl)-but-3-en-2-ol + (3S,RS)-(E)-1-ethoxy-3-trifluoromethyl-3-hydroxy-4-(4-methylphenylsulfinyl)but-1-ene (170118-69-1)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, -78 deg C, 25 min; 2) THF, -60 deg C --> room temperature;

DOI:10.1039/P19950001667

Reference yield: 94.0%

(3S,RS)-(E)-1-ethoxy-3-trifluoromethyl-3-hydroxy-4-(4-methylphenylsulfinyl)but-1-ene (170118-69-1) → (E)-(S)-4-Ethoxy-1,1,1-trifluoro-2-p-tolylsulfanylmethyl-but-3-en-2-ol

Guidance literature:

With trifluoroacetic anhydride; sodium iodide; In acetone; at -20 ℃; for 0.333333h;

DOI:10.1039/P19950001667

Reference yield: 67.0%

(3S,RS)-(E)-1-ethoxy-3-trifluoromethyl-3-hydroxy-4-(4-methylphenylsulfinyl)but-1-ene (170118-69-1) + 2,6-dichlorobenzonitrile N-oxide (2904-62-3) → (S)-2-[(4R,5S)-3-(2,6-Dichloro-phenyl)-5-ethoxy-4,5-dihydro-isoxazol-4-yl]-1,1,1-trifluoro-3-((R)-toluene-4-sulfinyl)-propan-2-ol + (S)-2-[(4S,5R)-3-(2,6-Dichloro-phenyl)-5-ethoxy-4,5-dihydro-isoxazol-4-yl]-1,1,1-trifluoro-3-((R)-toluene-4-sulfinyl)-propan-2-ol

Guidance literature:

With triethylamine; In 1,4-dioxane; for 2h; Heating;

upstream raw materials:

(R)-methyl p-tolyl sulfoxide

(E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one

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