241479-73-2

Basic information

• Product Name: 1-(((2R,3S)-2-(2,5-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole
• Synonyms: 1H-1,2,4-Triazole,1-[[(2R,3S)-2-(2,5-difluorophenyl)-3-Methyloxiranyl]Methyl];1-[2-(2,5-Difluoro-phenyl)-3-methyl-oxiranylmethyl]-1H-[1,2,4]triazole;(2r,3s)-2-(2,5-difluorophenyl)-3-methyl-((1h-1,2,4-triazol-1-yl)methyl)oxirane;(2R,3S)-2-(2,5-difluorophenyl)-3-methyl-2-[(1H-1,2,4-triazol-1-yl)-methyl]-oxirane;1-[[(2R,3S)-2-(2,5-Difluorophenyl)-3-methyloxiranyl]methyl]-1H-1,2,4-triazole;1-(((2R,3S)-2-(2,5-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole;(2R,3S)-2-(2,5-DIFUOROPHENYL)-3-METHYL-((1H-1,2,4-TRIAZOL-1- YL)METHYL)OXIRANE;(2R,3S)-2-(2,5-DIFUOROPHENYL)-3-METHYL-2-((1H-1,2,4-TRIAZOL-1- YL)METHYL)OXIRANE
• CAS NO: 241479-73-2
• Molecular Formula: C₁₂H₁₁F₂N₃O
• Molecular Weight: 251.2320464
• EINECS: -0
• Mol File: 241479-73-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 386.5±52.0 °C(Predicted)
• Appearance: /
• Density: 1.41±0.1 g/cm3(Predicted)
• PKA: 2.75±0.10(Predicted)
• CAS DataBase Reference: 1-(((2R,3S)-2-(2,5-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(((2R,3S)-2-(2,5-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole(241479-73-2)
• EPA Substance Registry System: 1-(((2R,3S)-2-(2,5-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole(241479-73-2)

Safety Data

• Hazardous Substances Data: 241479-73-2(Hazardous Substances Data)

Usage

General Description

1-(((2R,3S)-2-(2,5-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole is a chemical compound with a complex molecular structure. It consists of a 1,2,4-triazole ring attached to a 1,2-epoxy-3-methyloxirane and a difluorophenyl group. The 1,2-epoxy-3-methyloxirane moiety is a type of oxirane, also known as an epoxide, which is a three-membered cyclic ether. The difluorophenyl group consists of a benzene ring substituted with two fluorine atoms. 1-(((2R,3S)-2-(2,5-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole may have potential applications in the fields of pharmaceuticals, agrochemicals, or material science, but further research would be needed to explore its specific properties and potential uses.

Upstream product

• 288-88-0 1,2,4-Triazole 
• 832152-04-2 (2R,3R)-3-(2,5-difluorophenyl)-3,4-epoxy-2-butanol 
• 329744-73-2 C₁₂H₁₆F₂O₇S₂ 
• 367-30-6 2,5-difluoroaniline 
• 832152-09-7 (R)-1-[(R)-2-(2,5-difluorophenyl)-2-oxiranyl]ethyl methanesulfonate 
• 399-94-0 2-bromo-1,4-difluorobenzene 
• 899819-34-2 (2,5-difluorophenyl)magnesium bromide 
• 241479-69-6 (2R)-2',5'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone 
• 241479-72-1 (2R,3R)-2-(2,5-difluoro-phenyl)-1-(1H-1,2,4-triazole-1-yl)butan-2,3-diol 
• 288-36-8 1,2,3-triazole 

Downstream Products

• 241479-74-3 (2S,3R)-3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butyronitrile 
• 329744-74-3 (2R,3R)-2-(2,5-difluorophenyl)-3-[(trans-2-phenyl-1,3-dioxan-5-yl)thio]-1-(1H-1,2,4-triazol-1-yl)-2-butanol 
• 241479-67-4 Isavuconazole 

Relevant articles and documents

Asymmetric Catalytic Epoxidation of Terminal Enones for the Synthesis of Triazole Antifungal Agents

An enantioselective epoxidation of α-substituted vinyl ketones was realized to construct the key epoxide intermediates for the synthesis of various triazole antifungal agents. The reaction proceeded efficiently in high yields with good enantioselectivities by employing a chiral N,N′-dioxide/ScIII complex as the chiral catalyst and 35% aq. H2O2 as the oxidant. It enabled the facile transformation for optically active isavuconazole, efinaconazole, and other potential antifungal agents.

Synthetic method for antifungal drug intermediate (2R,3S)-1-(1,2,4-triazol)-2-difluorophenyl-2,3-epoxybutane

The invention discloses a synthetic method for an antifungal drug intermediate (2R,3S)-1-(1,2,4-triazol)-2-difluorophenyl-2,3-epoxybutane. The synthetic method comprises the following steps: (1) reacting a compound IV with a Grignard reagent to obtain a compound III; (2) employing a one-pot reaction to react the compound III with trimethylsulfoxonium iodide and 1,2,4-triazole and then react with p-toluenesulfonic acid, so as to obtain a compound II; and (3) reacting the compound II with methanesulfonyl chloride under an alkali condition to generate the target compound I, wherein the Grignard reagent is 2,4-difluorophenylmagnesium bromide or 2,5-difluorophenylmagnesium bromide, and the structural formula of the compound IV is shown in the specification. According to the synthetic route, the reaction conditions are mild and easy to control, the reaction route is simple, the related solvents in the reaction process all are common solvents, the reaction conversion rate is high, and the method possesses extremely high feasibility, is beneficial for industrialized batch production, and possesses extremely large exploitation potential and extremely good application prospect.

PROCESS FOR PRODUCING EPOXYTRIAZOLE DERIVATIVE

This invention provides a process for producing an epoxytriazole derivative represented by formula (2): (wherein R and Ar are defined below), which comprises a step including a reaction of an epoxy derivative represented by formula (1'): (wherein R represents a hydrogen atom or C1-12 alkyl group and Ar represents an aromatic group optionally substituted by a halogen atom(s) or trifluoromethyl group(s), and X' represents a hydroxy group or leaving group), with 1,2,4-triazole in the presence of a base and water.