192448-07-0

Basic information

• Product Name: (S)-4-(2,4-difluorophenyl)-2-(hydroxymethyl)pent-4-en-1-ylisobutyrate
• Synonyms: (S)-4-(2,4-difluorophenyl)-2-(hydroxymethyl)pent-4-en-1-ylisobutyrate;EOS-61494
• CAS NO: 192448-07-0
• Molecular Formula: C₁₆H₂₀F₂O₃
• Molecular Weight: 297.3170664
• Mol File: 192448-07-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-4-(2,4-difluorophenyl)-2-(hydroxymethyl)pent-4-en-1-ylisobutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-(2,4-difluorophenyl)-2-(hydroxymethyl)pent-4-en-1-ylisobutyrate(192448-07-0)
• EPA Substance Registry System: (S)-4-(2,4-difluorophenyl)-2-(hydroxymethyl)pent-4-en-1-ylisobutyrate(192448-07-0)

Safety Data

• Hazardous Substances Data: 192448-07-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
(S)-4-(2,4-difluorophenyl)-2-(hydroxymethyl)pent-4-en-1-ylisobutyrate is used as a building block for the development of new pharmaceutical drugs. Its unique structure and potential biological activity make it a valuable component in the creation of innovative medications.
Used in Agrochemicals:
In the agricultural chemistry industry, (S)-4-(2,4-difluorophenyl)-2-(hydroxymethyl)pent-4-en-1-ylisobutyrate is used as a starting material for the synthesis of various agrochemicals. Its application contributes to the development of effective products for crop protection and enhancement of agricultural yields.
Used in Organic Synthesis:
(S)-4-(2,4-difluorophenyl)-2-(hydroxymethyl)pent-4-en-1-ylisobutyrate is utilized as a key intermediate in organic synthesis. Its presence in the synthesis process allows for the creation of a wide range of chemical compounds with diverse applications across various industries.

Upstream product

• 372-18-9 1,3-Difluorobenzene 
• 149509-28-4 1-Chloro-2-(2,4-difluorophenyl)-3-trimethylsilyl-2-propanol 
• 159276-62-7 diethyl 2-[2-(2,4-difluorophenyl)-2-propen-1-yl]-1,3-propanedioate 
• 156570-10-4 1-(1-chloromethylethenyl)-2,4-difluorobenzene 
• 97-72-3 2-Methylpropionic anhydride 
• 165115-73-1 2-[2-(2,4-difluorophenyl)-2-propene-1-yl]-1, 3-propanediol 
• 51336-94-8 2-chloro-1-(2,4-dichlorophenyl)ethanone 
• 1468-39-9 Isovaleric anhydride 

Downstream Products

• 171228-49-2 posaconazote 
• 1350560-52-9 C₁₆H₁₉F₂IO₃ 
• 149809-43-8 (2R-cis)-2-(2,4-difluorophenyl)-4-[[(4-methylphenyl)sulfonyloxy]methyl]-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran 
• 184378-04-9 C₃₀H₃₂F₂N₆O₂ 
• 1350560-57-4 C₃₇H₄₄F₂N₈O₅ 
• 1350560-54-1 C₁₄H₁₅F₂N₃O₂*ClH 
• 1350466-82-8 C₁₄H₁₅F₂N₃O₂*ClH 
• 160709-02-4 ((3R,5R)-5-((1H-1,2,4-triazole-1-yl) methyl)-5-(2,4-difluorophenyl) tetrahydrofuran-3-yl)methanol 

Relevant articles and documents

Method for synthesizing 2-methyl propionate-[(2S)-4-(2,4-diflurophenyl)-2-hydroxymethyl-4-amylene-1-group] ester

The invention provides a method for synthesizing 2-methyl propionate-[(2S)-4-(2,4-diflurophenyl)-2-hydroxymethyl-4-amylene-1-group] ester.The method includes the steps that 1,2,3-trichloropropane is added dropwise to 1,3-difluorobenzene, and aluminum trichloride is added for a reaction; the mixture is added to a hydrochloric acid solution for extraction, and washing is conducted with a saturated NaHCO3 solution, water and saturated salt solution in sequence; anhydrous Na2SO4 is used for drying and filtering, evaporation is conducted for solvent removal, and 1,3-dichloro-2-(2,4-diflurophenyl) propane is obtained; 1,3-dichloro-2-(2,4-diflurophenyl) propane and potassium hydroxide are added to tert butyl alcohol, and reflux is conducted for 3.5-6 h; tert butyl alcohol is removed, ice water is added, the mixture is neutralized with hydrochloric acid at the temperature of 5 to -5 DEG C to be neutral, dichloromethane is used for three times of extraction, anhydrous Na2SO4 is used for drying and filtering, a distillation product is dissolved in DMSO, a product obtained after diethyl malonate and diethyl malonate react are added and a product obtained after lithium chloride and sodium borohydride react are added and dissolved in methylbenzene, and sodium bicarbonate, Novo SP 435 esterifying enzymes and isobutyric anhydride are added for a reaction; the target product is obtained after washing, crystallization and drying are conducted.The synthesis path is shown in the description.

PROCESS FOR THE PREPARATION OF A CHIRAL COMPOUND

The present invention relates to a process for the preparation of a compound of formula (V), in particular posaconazole, wherein said process comprises the steps of (1) providing a mixture comprising a compound of formula (IV), a protic solvent system, and a suitable base; and (2) heating the mixture of (1) to obtain a mixture comprising the compound of formula (V).

Purification of Posaconazole Intermediates

The present invention relates to a process for the purification of chiral compounds, in particular to the purification of a chiral compound of formula (XI) which may be used as intermediate for the preparation of antifungal agents, preferably posaconazole.

PROCESS FOR THE PREPARATION OF A CHIRAL COMPOUND

The present invention relates to a process for the preparation of a compound of formula (V), in particular posaconazole, wherein said process comprises the steps of (1) providing a mixture comprising a compound of formula (IV), a protic solvent system, and a suitable base; and (2) heating the mixture of (1) to obtain a mixture comprising the compound of formula (V).

PROCESS FOR THE PREPARATION OF CHIRAL TRIAZOLONES

A process for the preparation of a chiral compound, in particular posaconazole, wherein the process comprises mixing and reacting the compounds of formula (I) Y3-NH2; of formula (Ila) 0=C=N-Y0 and/or of formula (lIb) and of formula (III) in a solvent in any order to obtain a reaction mixture containing a chiral compound of formula (IV) and/or formula (V).

PREPARATION OF POSACONAZOLE INTERMEDIATES

The present invention relates to process for the preparation of a chiral compound of formula (IX) or a salt thereof, wherein Y1and Y2 are independently F or C1, preferably F, the crystalline compound of formula (IX) as such, and its use for the preparation of an antifungal agent.

PURIFICATION OF POSACONAZOLE AND POSACONAZOLE INTERMEDIATES

The present invention relates to a process for the preparation of a hydrogen chloride (HC1) salt of a compound of formula (I) wherein Y1 and Y2 are independently F or C1, preferably F, said compound of formula (I) containing the cis-isomer and the trans-isomer, wherein the process comprises (1) providing the compound of formula (I) comprised in a first suitable solvent; and (2) treating the compound of formula (I) comprised in the first suitable solvent with HC1 comprised in a second suitable solvent to obtain the HC1 salt of the compound of formula (I)·