134779-41-2

Basic information

• Product Name: (2R,3R)-2-(2,4-difluorophenyl)-3-methylsulfonyl-1-(1,2,4-triazol-1-yl)butan-2-ol
• Synonyms: (2R,3R)-2-(2,4-difluorophenyl)-3-methylsulfonyl-1-(1,2,4-triazol-1-yl)butan-2-ol
• CAS NO: 134779-41-2
• Molecular Formula: C13H15F2N3O3S
• Molecular Weight: 331.3383064
• Mol File: 134779-41-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 594.3°Cat760mmHg
• Flash Point: 313.2°C
• Appearance: /
• Density: 1.42g/cm³
• Vapor Pressure: 5.73E-15mmHg at 25°C
• Refractive Index: 1.586
• CAS DataBase Reference: (2R,3R)-2-(2,4-difluorophenyl)-3-methylsulfonyl-1-(1,2,4-triazol-1-yl)butan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-2-(2,4-difluorophenyl)-3-methylsulfonyl-1-(1,2,4-triazol-1-yl)butan-2-ol(134779-41-2)
• EPA Substance Registry System: (2R,3R)-2-(2,4-difluorophenyl)-3-methylsulfonyl-1-(1,2,4-triazol-1-yl)butan-2-ol(134779-41-2)

Safety Data

• Hazardous Substances Data: 134779-41-2(Hazardous Substances Data)

Usage

Description

(2R,3R)-2-(2,4-difluorophenyl)-3-methylsulfonyl-1-(1,2,4-triazol-1-yl)butan-2-ol is a chiral molecule with a complex structure, featuring a methylsulfonyl group, a difluorophenyl group, and a triazolyl group attached to a butanol backbone. Its unique configuration and functional groups suggest potential pharmaceutical, agricultural, or chemical applications.

Uses

Used in Pharmaceutical Industry:
(2R,3R)-2-(2,4-difluorophenyl)-3-methylsulfonyl-1-(1,2,4-triazol-1-yl)butan-2-ol is used as a potential active pharmaceutical ingredient for its presence of the triazolyl group, which is commonly found in antifungal medications, indicating its use for treating fungal infections.
Used in Agricultural Industry:
The presence of the difluorophenyl group in (2R,3R)-2-(2,4-difluorophenyl)-3-methylsulfonyl-1-(1,2,4-triazol-1-yl)butan-2-ol suggests its potential use as a pesticide or herbicide, contributing to crop protection and management.
Used in Chemical Industry:
Due to its unique structure and the presence of various functional groups, (2R,3R)-2-(2,4-difluorophenyl)-3-methylsulfonyl-1-(1,2,4-triazol-1-yl)butan-2-ol may have applications in the development of new chemical compounds or processes within the chemical industry.

InChI:InChI=1/C13H15F2N3O3S/c1-9(22(2,20)21)13(19,6-18-8-16-7-17-18)11-4-3-10(14)5-12(11)15/h3-5,7-9,19H,6H2,1-2H3/t9-,13-/m0/s1

Upstream product

• 124627-86-7 (2R^*,3S^*)-2-(2,4-Difluorophenyl)-3-methyl-2-<(1H-1,2,4-triazol-1-yl)methyl>oxirane 
• 132507-89-2 threo-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol 
• 132507-89-2 (2R,3R)-2-(2,4-Difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol 
• 133775-27-6 (2R,3R)-2-(2,4-difluorophenyl)-3-(methylthio)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 
• 182699-15-6 (2R,3S)-2-(2,4-Difluoro-phenyl)-3-methanesulfonyl-1-[1,2,4]triazol-1-yl-butan-2-ol 
• 135270-13-2 1-(((2R,3R)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)-methyl)-1H-1,2,4-triazole 
• 173787-23-0 (E)-2-(2,4-difluorophenyl)-2-buten-1-ol 
• 147383-77-5 (S)-2-(2,4-Difluoro-phenyl)-2-((S)-1-methylsulfanyl-ethyl)-oxirane 
• 182699-16-7 (2R,3S)-2-(2,4-Difluoro-phenyl)-3-methylsulfanyl-butane-1,2-diol 
• 182699-20-3 Methanesulfonic acid (2R,3R)-2-(2,4-difluoro-phenyl)-3-methyl-oxiranylmethyl ester 
• 182699-17-8 (2R,3R)-2-(2,4-difluorophenyl)-2-hydroxymethyl-3-methyloxirane 
• 182699-19-0 (2R,3S)-2-(2,4-Difluoro-phenyl)-3-methylsulfanyl-1-[1,2,4]triazol-1-yl-butan-2-ol 
• 147383-76-4 (R)-2-(2,4-Difluoro-phenyl)-2-((R)-1-methylsulfanyl-ethyl)-oxirane 
• 147327-49-9 (2R,3R)-2-(2,4-Difluoro-phenyl)-3-methylsulfanyl-butane-1,2-diol 

Relevant articles and documents

Enzyme-catalysed approach to the preparation of triazole antifungals: synthesis of (-)-genaconazole

The work describes a new enzyme-mediated approach to optically active epoxide (2R,3S)-6, which is an important key intermediate in the preparation of single enantiomers of chiral azole antifungals. The conversion of (2R,3S)-6 into (-)-genaconazole is reported as an example of its synthetic relevance.

Asymmetric synthesis of SM-9164, a biologically active enantiomer of antifungal agent SM-8668

SM-9164, a biologically active enantiomer of antifungal agent SM-8668, was prepared by asymmetric synthesis in 10 steps in 13% overall yield from commercially available 2-chloro-1-(2,4-difluorophenyl)ethanone. The crucial steps were Katsuki-Sharpless asymmetric epoxidation of the (E)-allylic alcohol and epimerization of the erythro-sulfone to the desired threo-isomer under basic conditions.

Optical resolution of dl-threo-2-(2,4-difluorophenyl)-2-[1-(methylthio)ethyl]oxirane: Its application to the synthesis of SM-9164, a biologically active enantiomer of antifungal agent SM-8668

A racemate of threo-2-(2,4-difluorophenyl)-2-[1-(methylthio)ethyl]oxirane was separated into two enantiomers by reaction with a chiral carboxylic acid, followed by separation of the resultant diastereomers, hydrolysis of the ester, and dehydration of the 1,2-diol to the oxirane. This new optical resolution method was applied to the synthesis of SM-9164, a biologically active enantiomer of antifungal agent SM-8668. Thus, the optically active isomer of SM-8668 was prepared efficiently in eight steps from m-difluorobenzene.