135270-07-4

Basic information

• Product Name: 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole
• Synonyms: 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole;(2S,3R)-2-(2,4-Difluorophenyl)-3-methyl-2-[(1H-1,2,4-triazol-1-yl)methyl]oxirane;Efinaconazole Related Impurity 4
• CAS NO: 135270-07-4
• Molecular Formula: C₁₂H₁₁F₂N₃O
• Molecular Weight: 251.2320464
• EINECS: -0
• Mol File: 135270-07-4.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 371.6±52.0 °C(Predicted)
• Appearance: /
• Density: 1.41±0.1 g/cm3(Predicted)
• PKA: 2.75±0.10(Predicted)
• CAS DataBase Reference: 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole(135270-07-4)
• EPA Substance Registry System: 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole(135270-07-4)

Safety Data

• Hazardous Substances Data: 135270-07-4(Hazardous Substances Data)

Usage

Description

1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole is a complex organic compound characterized by its unique molecular structure. It is a synthetic intermediate that plays a crucial role in the development of pharmaceuticals, particularly in the synthesis of antifungal agents.

Uses

Used in Pharmaceutical Industry:
1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole is used as a synthetic intermediate for the development of ent-Efinaconazole (E435075). Ent-Efinaconazole is a potent antifungal agent that targets various fungal infections, making it a valuable compound in the treatment of onychomycosis and other related conditions.
Additionally, the S,S-enantiomer of Efinaconazole (E435070) is used as a topical antifungal for onychomycosis. This application highlights the importance of 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole in the pharmaceutical industry, as it contributes to the creation of effective treatments for fungal infections.

Upstream product

• 41253-21-8 sodium triazole 
• 126918-28-3 Methanesulfonic acid (2S,3R)-2-(2,4-difluoro-phenyl)-3-methyl-oxiranylmethyl ester 
• 126918-18-1 (2S^*,3R^*)-2-(2,4-Difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(tetrahydropyran-2-yloxy)-2-butanol 
• 126918-19-2 (2S,3S)-2-(2,4-Difluoro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-butane-1,2-diol 
• 132563-81-6 1-(2,4-difluorophenyl)-2-(tetrahydropyranyloxy)propan-1-one 
• 126918-20-5 (2R^*,3R^*)-2-(2,4-Difluorophenyl)-1,2,3-butanetriol 
• 126945-34-4 Methanesulfonic acid (1S,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl ester 
• 132507-89-2 threo-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol 
• 126918-21-6 (2R^*,3R^*)-2-(2,4-Difluorophenyl)-1,3-bis(methanesulfonyloxy)-2-butanol 
• 124627-86-7 (2R^*,3S^*)-2-(2,4-Difluorophenyl)-3-methyl-2-<(1H-1,2,4-triazol-1-yl)methyl>oxirane 
• 132507-77-8 Trifluoro-acetic acid (1R,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl ester 
• 132507-89-2 (2R,3S)-2-(2,4-Difluoro-phenyl)-1-[1,2,4]triazol-1-yl-butane-2,3-diol 
• 124-63-0 methanesulfonyl chloride 
• 288-88-0 1,2,4-Triazole 

Downstream Products

• 124627-86-7 1-[(2S,3S)-2-(2,4-Difluoro-phenyl)-3-methyl-oxiranylmethyl]-1H-[1,2,4]triazole 
• 126916-57-2 (2R,3S)-3-Amino-2-(2,4-difluoro-phenyl)-1-[1,2,4]triazol-1-yl-butan-2-ol 
• 132507-89-2 (2R,3S)-2-(2,4-Difluoro-phenyl)-1-[1,2,4]triazol-1-yl-butane-2,3-diol 
• 126916-45-8 1-[(4R,5S)-5-(2,4-Difluoro-phenyl)-4-methyl-oxazolidin-5-ylmethyl]-1H-[1,2,4]triazole 
• 126945-34-4 Methanesulfonic acid (1R,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl ester 
• 126916-89-0 [(4S,5R)-5-(2,4-Difluoro-phenyl)-4-methyl-5-[1,2,4]triazol-1-ylmethyl-oxazolidin-3-yl]-(4-trifluoromethyl-phenyl)-methanone 
• 377078-90-5 1-[(1S,2S)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1H-1-tetrazolyl)phenyl]-2-(1H,3H)-imidazolone 
• 377078-87-0 1-(2,2-diethoxyethyl)-1-[(1S,2S)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1H-1-tetrazolyl)phenyl]urea 
• 168969-17-3 2-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-4-[4-[4-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-piperazinyl]phenyl]-3(2H,4H)-1,2,4-triazolone 
• 183800-59-1 (2R,3R)-2-(2,4-difluorophenyl)-3-[(trans-2-phenyl-1,3-dioxan-5-yl)thio]-1-(1H-1,2,4-triazol-1-yl)-2-butanol 
• 164650-45-7 (2R,3R)-2-(2,4-difluorophenyl)-3-(4-methylenepiperidine-1-yl)-1-(1H-1,2,4-triazole-1-yl)-butane-2-ol 

Relevant articles and documents

NOVEL METHOD FOR PREPARATION OF EPOXYTRIAZOLE DERIVATIVES

The present invention relates to novel processes for preparing epoxytriazole derivatives. The method of claim 1, further comprising the step of adding a base to the intermediate compound. The present invention relates to an epoxytriazole derivative and a manufacturing method thereof. Chemical Formula 1. Here, Ar denotes C. 6 -C10 Aryl group or C aryl group2 -C9 The aryl group 1 -4 is substituted or unsubstituted, and when 2 or more halogen is substituted, the heteroaryl group may be the same as or different from each other, and the heteroaryl group is represented by 1 -4 fluorine, chlorine, or C. 1 -C3 Substituted or unsubstituted alkyl groups, and fluorine, chlorine, or C. 1 -C3 When more than 2 substituents are substituted, each of these substituents may be the same or different and may be different from each other. The A is C. 1 -C3 Represents an alkyl group, and the R represents an alkyl group. 1 And R2 Is a methyl group or an ethyl group.

METHOD FOR PREPARATION OF EFINACONAZOLE IN IONIC LIQUID MEDIUM

The present invention relates to a novel method for preparation of efinaconazole in an ionic liquid medium, the method comprising: reacting 1-[[(2R,3S)-2-(2,4-difluorophenyl)-3-methyloxiranyl]methyl]-1H-1,2,4-triazole, and 4-methylenepiperidine or an organic chemically acceptable salt thereof, wherein the 4-methylenepiperidine or the organic chemically acceptable salt thereof is anionized on a base; and performing a coupling reaction with the 1-[[(2R,3S)-2-(2,4-difluorophenyl)-3-methyloxiranyl]methyl]-1H-1,2,4-triazole in the presence of an ionic liquid compound. The present invention uses an ionic liquid instead of an organic solvent when preparing efinaconazole, thereby reducing related substances compared to the conventional method, shortens the reaction time, thereby making it possible to easily obtain the final compound, efinaconazole, with high purity and high yield, and may be very suitably used for mass production.

PROCESS FOR PRODUCING EPOXY ALCOHOL COMPOUND

A compound represented by formula (II): (where Ar represents a phenyl group optionally substituted by 1 to 3 substituents selected from the group consisting of a halogen atom and a trifluoromethyl group, and R represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms) is produced by step A: reacting trimethyl oxosulfonium salt or trimethyl sulfonium salt with a base in a solvent, and removing the resulting solid to obtain a trimethyl oxosulfonium ylide solution or a trimethyl sulfonium ylide solution; and step B: reacting a compound represented by formula (I): and the solution obtained in step A, and the compound represented by formula (II) can be derived to a compound represented by formula (V): that is useful for production of an antifungal agent.