17647-40-4

Upstream product

• 873-67-6 benzonitrile oxide 
• 80-62-6 methacrylic acid methyl ester 
• 21692-86-4 5-methyl-3-phenyl-5-trimethylsilanylethynyl-4,5-dihydro-isoxazole 
• 108199-02-6 O-ethoxycarbonylbenzohydroximoyl chloride 
• 932-90-1 Benzaldoxime 
• 67-56-1 methanol 
• 25327-36-0 (Z)-2-(hydroxyimino)-2-phenylacetic acid 
• 611-73-4 Benzoylformic acid 
• 932-90-1 syn-benzaldehyde oxime 
• 100-52-7 benzaldehyde 
• 698-16-8 benzohydroximoyl chloride 
• 934-16-7 phenylhydroxamoyl chloride 
• 186581-53-3 diazomethane 
• 622-42-4 1-nitro-1-phenylmethane 

Downstream Products

• 17647-40-4 (S)-methyl 3-phenyl-5-methyl-4,5-dihydroisoxazole-5-carboxylate 
• 157238-86-3 (R)-methyl 3-phenyl-5-methyl-4,5-dihydroisoxazole-5-carboxylate 
• 1424395-20-9 C₃₀H₃₂N₂O₆ 
• 1424395-21-0 C₂₉H₂₈Cl₂N₂O₅ 
• 842954-77-2 5-methyl-3-phenyl-Δ²-isoxazoline-5-carboxylic acid 

Relevant academic research and scientific papers

Electrochemical Synthesis of Isoxazolines: Method and Mechanism

An electrochemical method for the green and practical synthesis of a broad range of substituted isoxazoline cores is presented. Both aryl and more challenging alkyl aldoximes are converted to the desired isoxazoline in an electrochemically enabled regio- and diastereoselective reaction with electron-deficient alkenes. Additionally, in-situ reaction monitoring methods compatible with electrochemistry equipment have been developed in order to probe the reaction pathway. Supporting analyses from kinetic (time-course) modelling and density functional theory support a stepwise, radical-mediated mechanism, and discounts hypothesised involvement of closed shell [3+2] cycloaddition pathways.

Visible-light-mediated generation of nitrile oxides for the photoredox synthesis of isoxazolines and isoxazoles

Visible-light photoredox catalysis enables the synthesis of biologically relevant isoxazolines and isoxazoles from hydroxyimino acids. The process shows broad functional group compatibility and mechanistic and computational studies support a visible-light-mediated generation of nitrile oxides by two sequential oxidative single electron transfer processes.

Synthesis and evaluation of 4,5-dihydro-5-methylisoxazolin-5-carboxamide derivatives as VLA-4 antagonists

A novel set of compounds containing a 4,5-dihydro-5-methylisoxazoline have been successfully designed as VLA-4 receptor antagonists. Compound (14p) had a high receptor binding affinity of 4 nM and also found to be metabolically stable in vitro.

Synthesis of functionalized 5,5-disubstituted isoxazolines via 1,3-dipolar cycloaddition reactions of geminal disubstituted alkenes

Regioselective syntheses of functionalized 5,5-disubstituted 2-isoxazolines were achieved through 1,3-dipolar cycloaddition reactions of various aromatic nitrile oxides with geminal disubstituted alkenes.

CASPASE INHIBITORS CONTAINING ISOXAZOLINE RING

The present invention relates to an isoxazoline derivative as an inhibitor against various caspases, a process for preparing the same, and a therapeutic composition for preventing inflammation and apoptosis comprising the same

Precipitons - Functional protecting groups to facilitate product separation: Applications in isoxazoline synthesis

Imagine - After a homogeneous reaction is complete, the chemist adds a catalyst or exposes the reaction mixture to soft UV light and pure product precipitates from the reaction mixture. This can be achieved with "precipitons" - Protecting groups that have controllable solubility states. The first advances towards that goal are described (see scheme).

Resolution of Δ2-Isoxazoline-5-carboxylates by a Protease from Aspergillus Oryzae Providing Masked Synthons for Enantiopure β-Aminoalcohols and Related Structures

A series of racemic Δ2-isoxazolinecarboxylates have been synthesized and subjected to enzymatic hydrolysis by a protease from Aspergillus oryzae in a two-phase system.Out of these compounds only isoxazoline-5-carboxylates unsubstituted at C-4 w

An improved synthesis of isoxazolines based on Tprssell's procedure

Isoxazolines (1-29) have been prepared in 65-75percent yield by cycloaddition of alkenes to benzonitrile oxide, 4-chlorobenzonitrile oxide and 3-nitrobenzonitrile oxide generated in situ from the respective araldoximes.A number of new isoxazolines such as

O-Ethoxycarbonyl Hydroximoyl Chloride as Nitrile Oxide Precursor

O-Ethoxycarbonyl hydroximoyl chloride serves as a stable precursor for nitrile oxide and is converted into the 1,3-dipole when heated under reflux in pyridine.

A Convinient Preparative Method of Nitrile Oxides by the Dehydration of Primary Nitro Compounds with Ethyl Chloroformate or Benzenesulfonyl Chloride in the Presence of Triethylamine

Three nitrile oxides (MeOCOCN->O, PhCN->O, and EtCN->O) were effectively generated in situ by dehydration of the corresponding primary nitro compounds (RCH2NO2) with PhSO2Cl or ClCOOEt in the presence of triethylamine.Various cycloadducts were prepared by the reaction of them with dipolarophiles.Some advantages of these methods are described in comparison with other known methods.