13599-24-1

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 5-PHENYL-3-ISOXAZOLECARBOXYLATE is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, ETHYL 5-PHENYL-3-ISOXAZOLECARBOXYLATE is utilized as a precursor for the production of pesticides and other agrochemicals, contributing to the advancement of crop protection solutions.
Used in Drug Discovery and Development:
ETHYL 5-PHENYL-3-ISOXAZOLECARBOXYLATE is employed as a promising candidate in drug discovery and development due to its potential biological activities. Researchers are exploring its properties to identify new therapeutic agents and improve existing treatments.
Safety Precautions:
When handling ETHYL 5-PHENYL-3-ISOXAZOLECARBOXYLATE, it is crucial to adhere to proper safety measures to mitigate any potential hazards associated with ETHYL 5-PHENYL-3-ISOXAZOLECARBOXYLATE.

Upstream product

• 873-67-6 benzonitrile oxide 
• 623-47-2 propynoic acid ethyl ester 
• 64-17-5 ethanol 
• 622-42-4 1-nitro-1-phenylmethane 
• 17993-73-6 O-(trimethylsilyl)acetophenone oxime 
• 95-92-1 oxalic acid diethyl ester 
• 704-18-7 2-(hydroxyimino)-2-phenylacetic acid 
• 10341-75-0 (E)-1-phenylethanone oxime 
• 932-90-1 syn-benzaldehyde oxime 
• 622-32-2 (Z)-benzaldehyde oxime 
• 81745-44-0 benzohydroximoyl chloride 
• 932-90-1 Benzaldoxime 
• 100-52-7 benzaldehyde 
• 698-16-8 benzohydroximoyl chloride 

Downstream Products

• 14442-12-7 3-phenylisoxazole-5-carboxylic acid 

Relevant academic research and scientific papers

Synthesis of isoxazole-5-carboxylates by cyclization of oxime 1,4-dianions with diethyl oxalate

The cyclization of oxime dianions with diethyl oxalate afforded 4,5-dihydro-5-hydroxyisoxazole-5-carboxylates, which were transformed into isoxazole-5-carboxylates by acid-mediated dehydration. The reaction of the dilithiated oximes of cycloheptanone and

Green preparation method of isoxazole compound participating in water-soluble vitamin E

The invention provides a green synthesis method of an isoxazole compound represented by the formula (III), wherein the aldehyde oxime compound represented by the formula (I) is a substrate and is in an aqueous solution of a surfactant with a mass concentration 1 wt % - 5 wt % in N - chlorosuccinimide. The alkyne compound represented by the formula (II) is reacted 6 - 16h at room temperature under the common action of the basic substance, and the resulting reaction solution is post-treated to obtain the isoxazole compound represented by the formula (III). Water serves as a reaction solvent, the use amount of the organic solvent is reduced, and zero emission of the solvent is realized.

Synthesis of Isoxazolines and Isoxazoles via Metal-Free Desulfitative Cyclization

A novel, one-pot reaction for the synthesis of isoxazolines and isoxazoles is developed via a cascade process under metal-free conditions. The approach involves the formation of intramolecular C-N and C-O bonds and intermolecular C-C bonds from aromatic alkenes or alkynes and N -hydroxysulfonamides using hypervalent iodine(VII) and iodine as the oxidant. Activation of C-H and C-C bonds/construction of C-O bonds/elimination of SO 2 /C-N bond formation is achieved in sequence in the reaction system.

Cu(I) catalyzed microwave assisted telescopic synthesis of 3,5-disubstituted isoxazoles in green media

A facile and efficient microwave assisted telescopic synthesis of diverse isoxazoles was reported in green reaction medium. Initially, N-hydroxyl imidoyl chlorides were reacted with substituted alkynes in aqueous medium using 2 mol% of [Cu(phen)(PPh3

Alkyl Nitrites: Novel Reagents for One-Pot Synthesis of 3,5-Disubstituted Isoxazoles from Aldoximes and Alkynes

An efficient, one-pot approach has been described for the synthesis of 3,5-disubstituted isoxazoles from substituted aldoximes (mixture of E and Z) and alkynes, using alkyl nitrites under conventional heating conditions. The key nitrile oxide intermediates that are required for the synthesis of isoxazoles are formed by treatment of substituted aldoxime with either tert-butyl nitrite or isoamyl nitrite. The generated nitrile oxides underwent in situ [3+2] dipolar cycloaddition to the substituted alkynes to give 3,5-disubstituted isoxazoles regioselectively in high to excellent yields. The developed synthetic methodology was applied for the synthesis of a previously reported potent hDGAT1 inhibitor.

Pd-catalyzed aldehyde to ester conversion: A hydrogen transfer approach

Aliphatic and aromatic aldehydes are successfully converted into their corresponding esters using Pd(OAc)2 and XPhos. This approach utilizes a hydrogen transfer protocol: concomitant reduction of acetone to isopropanol provides an inexpensive and sustainable approach that mitigates the need for other oxidants.

Magtrieve (CrO2) and MnO2 mediated oxidation of aldoximes: Studying the reaction course

Magtrieve (CrO2) and MnO2 mediated oxidation of aldoximes to nitrile oxides were studied in details. In presence of external radical source, TEMPO, these reagents did not furnish nitrile oxides, instead favoured deoximation to aldehydes. A common trend of deoximation was established from electronically tuned aldoximes, which is: aliphatic>aromatic> aldoximes with strong electron-withdrawing group, though the extent of deoximation was less in case of CrO2. Above effects were not observed with chloramine-T and diacetoxyiodobenzene, reagents known to produce nitrile oxides via hydroximoyl halide or equivalent ionic intermediates. A putative reaction mechanism is proposed for MO2 (M=Cr, Mn) mediated oxidation of aldoximes through formation of a nitroso-oxime tautomeric pair. Formation of nitrile oxide is possibly occurred from the oxime tautomer via a σ-type iminoxy radical intermediate. The deoximation process, dominating in presence of external radical environment, is explained following decomposition of the nitroso tautomer.

INDOLE AMIDE DERIVATIVES AND RELATED COMPOUNDS FOR USE IN THE TREATMENT OF NEURODEGENERATIVE DISEASES

This invention provides novel compounds and the novel compounds for use as a medicine, more in particular for the prevention or treatment of neurodegenerative disorders, more specifically certain neurological disorders, such as disorders collectively known as tauopathies, and disorders characterised by cytotoxic α-synuclein amyloidogenesis. The present invention also relates to the use of said novel compounds for the manufacture of medicaments useful for treating such neurodegenerative disorders. The present invention further relates to pharmaceutical compositions including said novel compounds and to methods for the preparation of said novel compounds.

Generation of nitrile oxides from oxime derivatives by the oxidation with ammonium hexanitratocerate(IV)

Aromatic and aliphatic nitrile oxides are generated by the oxidation of α-hydroxyimino carboxylic acid with ammonium hexanitratocerate(IV). They react with olefinic and acetylenic dipolarophiles to give the corresponding cycloaddition products in good yield. The oxidation of α-oxo aldoximes also affords α-oxo carbonitrile oxides.

Regioisomeric 5(3)-aminomethyl-3(5)-phenylisoxazoles: Synthesis, spectroscopic discrimination, and muscarinic activity

The regioselective synthesis of isomeric 5(3)-aminomethyl-3(5)-phenyl isoxazoles using different methods is described. Spectroscopic data, especially mass spectrometric fragmentation, were used to identify and characterize the regioisomers. The muscarinic