241479-74-3

Basic information

• Product Name: (αS,βR)-β-(2,5-Difluorophenyl)-β-hydroxy-α-Methyl-1H-1,2,4-triazole-1-butanenitrile
• Synonyms: (αS,βR)-β-(2,5-Difluorophenyl)-β-hydroxy-α-Methyl-1H-1,2,4-triazole-1-butanenitrile;Isavuconazole interMediate 7;241479-74-3 (2S,3R)-3-(2,5-difluorophenyl)-3-hydroxy-2-Methyl-4-(1H-1,2,4-triazol-1-yl)butanenitrile;(alphaS,betaR)-beta-(2,5-Difluorophenyl)-beta-hydroxy-alpha-methyl-1H-1,2,4-triazole-1-butanenitrile;(2s,3r)-3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-4-(1h-1,2,4-triazol-1-yl)butanenitrile;Isavuconazole intermediate;(2S,3R)-3-(2,5-Difluorophenyl)-3-hydroxy-2-Methyl-1H-1,2,4-triazole-1-butanenitrile;1H-1,2,4-Triazole-1-butanenitrile, β-(2,5-difluorophenyl)-β-hydroxy-α-methyl-, (αS,βR)-
• CAS NO: 241479-74-3
• Molecular Formula: C₁₃H₁₂F₂N₄O
• Molecular Weight: 278.2573864
• EINECS: 1592732-453-0
• Mol File: 241479-74-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 522.5±60.0 °C(Predicted)
• Appearance: /
• Density: 1.32±0.1 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 10.95±0.29(Predicted)
• CAS DataBase Reference: (αS,βR)-β-(2,5-Difluorophenyl)-β-hydroxy-α-Methyl-1H-1,2,4-triazole-1-butanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (αS,βR)-β-(2,5-Difluorophenyl)-β-hydroxy-α-Methyl-1H-1,2,4-triazole-1-butanenitrile(241479-74-3)
• EPA Substance Registry System: (αS,βR)-β-(2,5-Difluorophenyl)-β-hydroxy-α-Methyl-1H-1,2,4-triazole-1-butanenitrile(241479-74-3)

Safety Data

• Hazardous Substances Data: 241479-74-3(Hazardous Substances Data)

Usage

Uses

(αS,βR)-β-(2,5-Difluorophenyl)-β-hydroxy-α-methyl-1H-1,2,4-triazole-1-butanenitrile is an intermediate in the synthesis of Isavuconazole (I777830), an triazole based antifungal agent for the treatment of invasive fungal infections.

Upstream product

• 241479-75-4 (2R,3R)-3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanamide 
• 483340-19-8 (2R,3R)-3-[3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-3-(1H-1,2,4-triazol-1-yl)]butanoic acid 
• 483340-19-8 3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanoic acid 
• 241479-72-1 (2R,3R)-2-(2,5-difluoro-phenyl)-1-(1H-1,2,4-triazole-1-yl)butan-2,3-diol 
• 241479-73-2 (2R,3S)-2-(2,5-difluorophenyl)-3-methyl-2-[(1H-1,2,4-triazol-1-yl)-methyl]-oxirane 
• 7677-24-9 trimethylsilyl cyanide 
• 367-30-6 2,5-difluoroaniline 
• 1157938-97-0 1-(2,5-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone 
• 2991-28-8 2,5-difluorobenzoic acid 
• 61380-66-3 [(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid 
• 107-12-0 propiononitrile 
• 60468-36-2 α-chloro-2',5'-difluoroacetophenone 

Downstream Products

• 241479-67-4 Isavuconazole 
• 1286730-01-5 (2R,3R)-3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)thiobutyramide hydrogensulphate 

Relevant articles and documents

AN IMPROVED PROCESS FOR THE PREPARATION OF TRIAZOLE DERIVATIVES

The present invention relates to an improved process for the preparation of triazole derivatives such as ravuconazole and isavuconazole.

Preparation method of isavuconazole intermediate

The invention provides a preparation method of an isavuconazole intermediate. Specifically, the present invention provides a method for preparing (2R,3S)-1-(1H-1,2,4-triazol-1-yl)-2-(2,5-difluorophenyl)-3-cyano-2-butanol (an intermediate 10) by carrying out a ring-opening reaction on (2R,3S)-2-(2,5-difluorophenyl)-3-methyl-2-[(1H-1,2,4-triazol-1-yl)methyl]ethylene oxide (an intermediate 9) and trimethylcyanosilane in the presence of tetrabutylammonium fluoride (TBAF). The product obtained by the method provided by the invention has high purity and yield, and the method has mild conditions, iseasy to control, and is suitable for industrial mass production.

Preparation method of isavuconazole intermediate

The invention belongs to the technical field of chemical drug intermediate preparation and relates to a preparation method of an isavuconazole intermediate. The preparation method is a 4-(2-((2R, 3R)-3-(2, 5-difluorophenyl)-3-hydroxy-4-(1H-1, 2, 4-triazole-1-yl)butane-2-yl)thiazole-4-yl)benzontrile preparation method. The 4-(2-((2R, 3R)-3-(2, 5-difluorophenyl)-3-hydroxy-4-(1H-1, 2, 4-triazole-1-yl)butane-2-yl)thiazole-4-yl)benzontrile has a structural formula (I) shown in the description.