14985-27-4

Usage

Uses

Used in Organic Synthesis:
(2S,3S)-2-(4-methoxyphenyl)-3-(4-nitrophenyl)oxirane is used as a building block in organic synthesis for its interesting chemical and biological properties. The presence of the methoxy and nitrophenyl groups in the molecule allows for various reactions and transformations, making it a versatile compound for the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
(2S,3S)-2-(4-methoxyphenyl)-3-(4-nitrophenyl)oxirane is used as a potential pharmaceutical compound due to its unique chemical structure and properties. The chiral nature of the molecule and the presence of functional groups make it a promising candidate for the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
(2S,3S)-2-(4-methoxyphenyl)-3-(4-nitrophenyl)oxirane is used as a potential agrochemical compound for its potential applications in the development of new pesticides, herbicides, and other agrochemical products. The unique structure and properties of the molecule make it a valuable building block for the synthesis of novel agrochemicals with improved efficacy and selectivity.

Upstream product

• 4648-14-0 (Z)-1-methoxy-4-[2-(4-nitrophenyl)ethenyl]benzene 
• 41570-69-8 1-(4-nitrobenzyl)-tetrahydrothiophenium bromide 
• 105-13-5 4-Methoxybenzyl alcohol 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 4648-33-3 (E)-1-methoxy-4-(4-nitrostyryl)benzene 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 107245-95-4 (3R,5S)-3-(4-Methoxy-phenyl)-5-(4-nitro-phenyl)-[1,2,4]trioxolane 
• 13628-96-1 2-bromo-2-(4-methoxyphenyl)-1-(4-nitrophenyl)ethanone 
• 129913-38-8 Ethyl 5-(p-methoxyphenyl)-2-(p-nitrophenyl)furan-3-carboxylate 
• 129913-37-7 Ethyl 5-(p-methoxyphenyl)-2-(p-nitrophenyl)furan-4-carboxylate 
• 129913-34-4 Dimethyl cis-2-(p-methoxyphenyl)-5-(p-nitrophenyl)-2,5-dihydrofuran-3,4-dicarboxylate 
• 129913-34-4 Dimethyl trans-2-(p-methoxyphenyl)-5-(p-nitrophenyl)-2,5-dihydrofuran-3,4-dicarboxylate 
• 129913-36-6 Dimethyl 2-(p-methoxyphenyl)-5-(p-nitrophenyl)furan-3,4-dicarboxylate 
• 555-16-8 4-nitrobenzaldehdye 
• 123-11-5 4-methoxy-benzaldehyde 
• 106-51-4 p-benzoquinone 

Relevant academic research and scientific papers

Visible light-mediated oxidative quenching reaction to electron-rich epoxides: Highly regioselective synthesis of α-bromo (di)ketones and mechanism study

A novel and simple procedure was developed for the regioselective synthesis of α-bromo (di)ketones from electron-rich epoxides via visible light photoredox catalysis. Through optimization of solvent and light source, the reaction can be rapidly achieved under mild conditions. Moreover, the possible reaction mechanism was proposed and further supported by control experiments.

Sequential- and tandem-oxidation-epoxidation reactions employing guanidine bases

1,5,7-Triazabicyclo[4.4.0]dec-1-ene (TBD) and 7-methyl-1,5,7- triazabicyclo[4.4.0]dec-1-ene (MTBD) promote the efficient formation of sulfonium ylides from sulfonium salts in the Corey-Chaykovsky epoxidation of aldehydes and provide excellent yields of the corresponding epoxides. This reaction protocol can be further adapted to allow for the development of both sequential and tandem-oxidation-epoxidation protocols from aldehydes generated in situ by manganese dioxide (MnO2) or barium manganate (BaMnO 4) mediated oxidation reactions.

Experimental evidence for multiple oxidation pathways in the (salen)Mn-catalyzed epoxidation of alkenes

The substrate electronic effects on the selectivity in the catalytic epoxidation of para-substituted cis stilbenes 2a-i were investigated by using (R,R)-[N,N′-bis(3,5-di-tBu-salicylidene)-1,2-cyclohexanediamine] manganese(III) chloride 1 in benzene as the catalyst with iodosobenzene as the terminal oxidant. A Hammett study of the selectivity results reveals a stronger electrophilic character than previously assumed in the (salen)Mn-catalyzed reaction. In general, the best correlations with the experimental values were obtained by using the Hammett σ+ values, which gave ρ = -1.37 for the rate of cisepoxide formation and ρ = -0.43 for the rate of the stepwise process leading to the corresponding trans product. The reaction involves two separate pathways as indicated also by the competitive breakdown of the intermediate on the path to trans epoxide for methoxy-substituted substrates. The asynchronicity in the concerted pathway leading to cis epoxide is apparent for 4-methoxy-4′-nitrostilbene, which yields cis epoxide with 75% ee entirely as a result of electronic effects.