4-{(R)-1-[(S)-2-(2,4-Difluoro-phenyl)-oxiranyl]-ethyl}-2-(4-trifluoromethoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one

Base Information

Chemical Name:4-{(R)-1-[(S)-2-(2,4-Difluoro-phenyl)-oxiranyl]-ethyl}-2-(4-trifluoromethoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one
CAS No.:155431-76-8
Molecular Formula:C₁₉H₁₄F₅N₃O₃
Molecular Weight:427.33
Hs Code.:

Synonyms:4-{(R)-1-[(S)-2-(2,4-Difluoro-phenyl)-oxiranyl]-ethyl}-2-(4-trifluoromethoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one

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Chemical Property of 4-{(R)-1-[(S)-2-(2,4-Difluoro-phenyl)-oxiranyl]-ethyl}-2-(4-trifluoromethoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one

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Technology Process of 4-{(R)-1-[(S)-2-(2,4-Difluoro-phenyl)-oxiranyl]-ethyl}-2-(4-trifluoromethoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one

There total 7 articles about 4-{(R)-1-[(S)-2-(2,4-Difluoro-phenyl)-oxiranyl]-ethyl}-2-(4-trifluoromethoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-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:

: 2-(4-Trifluoromethoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one

: Trifluoro-methanesulfonic acid (S)-1-[(R)-2-(2,4-difluoro-phenyl)-oxiranyl]-ethyl ester

: 5-{(R)-1-[(R)-2-(2,4-Difluoro-phenyl)-oxiranyl]-ethoxy}-1-(4-trifluoromethoxy-phenyl)-1H-[1,2,4]triazole

: 155431-76-8
4-{(R)-1-[(S)-2-(2,4-Difluoro-phenyl)-oxiranyl]-ethyl}-2-(4-trifluoromethoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one

Guidance literature:: With sodium hydride; In dichloromethane; N,N-dimethyl-formamide; at -10 - 0 ℃; for 0.5h; Yield given. Yields of byproduct given;
DOI:10.1248/cpb.44.314

Reference yield:

: 126918-33-0
(1S)-1-<(2R)-2-(2,4-difluorophenyl)-2-oxiranyl>ethanol

: 155431-76-8
4-{(R)-1-[(S)-2-(2,4-Difluoro-phenyl)-oxiranyl]-ethyl}-2-(4-trifluoromethoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: iso-Pr₂NEt / CH₂Cl₂ / 1.) -78 deg C, 20 min, 2.) -20 deg C, 20 min

2: NaH / CH₂Cl₂; dimethylformamide / 0.5 h / -10 - 0 °C

With sodium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.44.314

Reference yield:

: 126918-35-2
(1R)-1-<(2R)-2-(2,4-difluorophenyl)-2-oxiranyl>ethanol

: 155431-76-8
4-{(R)-1-[(S)-2-(2,4-Difluoro-phenyl)-oxiranyl]-ethyl}-2-(4-trifluoromethoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 6 h

2: 93 percent / NaOMe / methanol / 6 h

3: iso-Pr₂NEt / CH₂Cl₂ / 1.) -78 deg C, 20 min, 2.) -20 deg C, 20 min

4: NaH / CH₂Cl₂; dimethylformamide / 0.5 h / -10 - 0 °C

With sodium methylate; sodium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.44.314