149809-38-1

Basic information

• Product Name: (R)-4-(2,4-Difluoro-phenyl)-2-hydroxymethyl-5-[1,2,4]triazol-1-yl-pentane-1,4-diol
• Synonyms: (R)-4-(2,4-Difluoro-phenyl)-2-hydroxymethyl-5-[1,2,4]triazol-1-yl-pentane-1,4-diol
• CAS NO: 149809-38-1
• Molecular Weight: 313.304
• Mol File: 149809-38-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R)-4-(2,4-Difluoro-phenyl)-2-hydroxymethyl-5-[1,2,4]triazol-1-yl-pentane-1,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-(2,4-Difluoro-phenyl)-2-hydroxymethyl-5-[1,2,4]triazol-1-yl-pentane-1,4-diol(149809-38-1)
• EPA Substance Registry System: (R)-4-(2,4-Difluoro-phenyl)-2-hydroxymethyl-5-[1,2,4]triazol-1-yl-pentane-1,4-diol(149809-38-1)

Safety Data

• Hazardous Substances Data: 149809-38-1(Hazardous Substances Data)

Usage

General Description

(R)-4-(2,4-Difluoro-phenyl)-2-hydroxymethyl-5-[1,2,4]triazol-1-yl-pentane-1,4-diol is a chemical compound that consists of a pentane-1,4-diol backbone attached to a 1,2,4-triazole ring and a 2,4-difluoro-phenyl group. The compound is a chiral molecule with a specific configuration at the 4th carbon atom. It has hydroxymethyl and diol groups, making it potentially useful for various biological and chemical applications. Triazole derivatives like this compound have been studied for their potential pharmaceutical properties, such as antifungal and anticancer activities, due to their ability to inhibit enzymes and interfere with cellular processes. The difluoro-phenyl group can also confer unique chemical and biological properties to the molecule, making it of interest for further research and development.

Upstream product

• 156570-15-9 1-(2-(2,4-difluorophenyl)allyl)-1H-1,2,4-triazole 
• 159276-58-1 1-(1-Bromomethyl-vinyl)-2,4-difluoro-benzene 
• 195509-58-1 Butyric acid (R)-2-butyryloxymethyl-4-(2,4-difluoro-phenyl)-4-hydroxy-5-[1,2,4]triazol-1-yl-pentyl ester 
• 195509-45-6 Acetic acid (R)-2-acetoxymethyl-4-(2,4-difluoro-phenyl)-4-hydroxy-5-[1,2,4]triazol-1-yl-pentyl ester 

Downstream Products

• 149809-50-7 Acetic acid (2R,4R)-4-(2,4-difluoro-phenyl)-4-hydroxy-2-hydroxymethyl-5-[1,2,4]triazol-1-yl-pentyl ester 
• 195509-58-1 Butyric acid (R)-2-butyryloxymethyl-4-(2,4-difluoro-phenyl)-4-hydroxy-5-[1,2,4]triazol-1-yl-pentyl ester 
• 195509-45-6 Acetic acid (R)-2-acetoxymethyl-4-(2,4-difluoro-phenyl)-4-hydroxy-5-[1,2,4]triazol-1-yl-pentyl ester 
• 160709-02-4 ((3R,5R)-5-((1H-1,2,4-triazole-1-yl) methyl)-5-(2,4-difluorophenyl) tetrahydrofuran-3-yl)methanol 
• 160668-66-6 1-[(2R,4S)-2-(2,4-Difluoro-phenyl)-4-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-ylmethyl]-1H-[1,2,4]triazole 
• 149809-43-8 (2R-cis)-2-(2,4-difluorophenyl)-4-[[(4-methylphenyl)sulfonyloxy]methyl]-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran 

Relevant articles and documents

Enzymatic desymmetrization of prochiral 2-substituted-1,3-propanediols: A practical chemoenzymatic synthesis of a key precursor of SCH51048, a broad- spectrum orally active antifungal agent

Two examples of a practical enzymatic desymmetrization of a 2- substituted-1,3-propanediol and their application to the synthesis of SCH51048, a broad-spectrum orally active antifungal, are described. In each case, enzymatic catalysis under both hydrolytic and transesterification conditions is described. In the first example the key intermediate, the R,S- monoester of triol 6, was obtained via Amano Lipase AK catalyzed hydrolysis of the dibutyrate 11b, or Novo SP435 catalyzed acetylation of triol 6. In the second example, desymmetrization of diol 13a using Novo SP435 or of dibutyrate 13c using Amano Lipase CE furnished the S-monoester (S)-14b,c, a key intermediate in a new efficient synthesis of SCH51048. Optimization of the Novo SP435 acetylation of diol 13a and the scaleup of the reaction is also described.