241479-69-6

Basic information

• Product Name: (2R)-2',5'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone
• Synonyms: (2R)-2',5'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone
• CAS NO: 241479-69-6
• Molecular Weight: 270.276
• Mol File: 241479-69-6.mol

Chemical Properties

• Boiling Point: 367.3±42.0 °C(Predicted)
• Density: 1.21±0.1 g/cm3(Predicted)
• CAS DataBase Reference: (2R)-2',5'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2',5'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone(241479-69-6)
• EPA Substance Registry System: (2R)-2',5'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone(241479-69-6)

Safety Data

• Hazardous Substances Data: 241479-69-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(2R)-2',5'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with improved properties, such as enhanced stability and bioavailability.
Used in Agrochemical Industry:
In the agrochemical sector, (2R)-2',5'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone is utilized as an intermediate in the production of agrochemicals, potentially leading to the creation of more effective and stable pesticides or other agricultural products.
Used in Organic Chemistry Research:
(2R)-2',5'-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone is employed as a research compound in organic chemistry to explore its unique reactivity and structure, which can lead to the discovery of new reactions or the synthesis of novel organic compounds.

Upstream product

• 399-94-0 2-bromo-1,4-difluorobenzene 
• 899819-34-2 (2,5-difluorophenyl)magnesium bromide 
• 540-36-3 para-difluorobenzene 
• 135270-08-5 4-[(2R)-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propionyl]morpholine 

Downstream Products

• 329744-72-1 (2R,3R)-2-(2,5-difluorophenyl)-1,2,3-butanetriol 
• 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 
• 917246-47-0 (2S,3R)-2-(2,5-difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-butan-2-ol 
• 241479-70-9 2-(2,5-difluorophenyl)-2-[(1R)-1-(3,4,5,6,-tetrahydro-2H-pyran-2-yloxy)ethyl]oxirane 

Relevant articles and documents

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.

A PROCESS FOR THE PREPARATION OF ISAVUCONAZOLE AND ITS INTERMEDIATES

The present invention relates to a process for the preparation of Isavuconazole or its pharmaceutical acceptable salt thereof. In particular aspects of the present invention relates to a process for the preparation of intermediate of azole intermediate. In a further aspect, the present invention relates to a process for the preparation of triazole intermediate. In a further aspect, the present invention relates to a process for the preparation of oxirane intermediate.

Substituent effect of fluorine atoms in the 2,4-difluorophenyl group on antifungal activity of CS-758

CS-758 is a novel triazole antifungal agent. To ascertain the effect of the fluorine atoms in the 2,4-difluorophenyl group, a series of compounds, 12a-12d, which have fluorine atom(s) in different positions on the benzene ring, were synthesized, and the minimum inhibitory concentrations (MICs) of this series of compounds were determined. All the compounds, including CS-758, exhibited excellent MICs against Candida, Aspergillus, and Cryptococcus species. Among them, the compounds having a fluorine atom in the 2-position on the benzene ring (12a, 12c, 12d, and CS-758) showed stronger antifungal activity particularly against Aspergillus species. The MICs of these compounds surpassed those of fluconazole and itraconazole against Candida, Aspergillus, and Cryptococcus species.

Triazole derivatives having antifungal activity

Compounds of the following formula (I) and pharmaceutically acceptable esters and salts thereof: Ar is a phenyl group which may optionally be substituted by from 1 to 3 substituents selected from the group consisting of halogen atoms and trifluoromethyl g

Azoles for treatment of fungal infections

Azole derivatives of the formula I wherein R14, R15are each independently hydrogen or fluorine, T is a group of the formula: wherein R9is pyrrolidinyl or a group A—NH—B—, A is hydrogen or straight-chain or branched C1-C5alkyl; B is straight-chain or branched C1-C4alkylene, —CH2—CONH—CH2or —CH2CH2CH2—CH(NH2); and X?is a pharmaceutically acceptable anion; and pharmaceutically acceptable salts of said compounds, and hydrates and solvates of the compounds of formula I and the salts thereof can be used in the production of medicaments for treating fungal infections and mycoses.