118488-74-7

Upstream product

• 1121-60-4 pyridine-2-carbaldehyde 
• 70-55-3 toluene-4-sulfonamide 
• 292638-85-8 acrylic acid methyl ester 

Downstream Products

• 124957-59-1 2-(Phenylcarbamoyloxy-pyridin-2-yl-methyl)-acrylic acid methyl ester 

Relevant academic research and scientific papers

Microfluidic origami: A new device format for in-line reaction monitoring by nanoelectrospray ionization mass spectrometry

Microfluidics is an attractive platform for chemical synthesis because it offers fast reaction times, reduced reagent usage, and the ability to integrate multiple functions on a single device. Digital Microfluidics (DMF) is particularly well-suited for microscale chemical synthesis, as it permits discretized sample handling, allowing for total process control. However, a limitation of DMF-based synthesis is analysis, which is often performed offline. To this end, we have developed "microfluidic origami", a new device format that integrates DMF with in-line analysis by mass spectrometry (MS). This format comprises a DMF platform and a folded nanoelectrospray ionization (nanoESI) emitter formed on a single flexible polyimide film substrate. Additionally, the device contains a two-plate-to-one-plate DMF interface, which allows for straightforward coupling of micro-reaction operations and product delivery to the emitter for analysis. The integrated platform was used to perform the Morita-Baylis-Hillman (MBH) reaction using DMF followed by inline MS analysis for monitoring the reaction progress in real-time. We propose that this platform has potential as a new tool for real-time monitoring of reaction rates and reaction pathways and could be a useful addition to the synthetic organic chemistry laboratory.

Catalytic Asymmetric Conjugate Addition of Indolizines to α,β-Unsaturated Ketones

A catalytic enantioselective conjugate addition of indolizines to enones is described. The chiral phosphoric acid (S)-TRIP activates α,β-unsaturated ketones, thereby promoting an enantioface-differentiating attack by indolizines. Using this reaction, several alkylated indolizines were synthesized in good yields and with enantiomeric ratios of up to 98:2.

Propylphosphonic acid anhydride–mediated amidation of Morita–Baylis–Hillman–derived indolizine-2-carboxylic acids

Propylphosphonic acid anhydride has been successfully used as a coupling agent in the synthesis of a series of indolizine-2-carboxamido derivatives from indolizine-2-carboxylic acid and its 3-acetylated analogue. The acid substrates were obtained by sapon

A kinetic and mechanistic study of the Baylis-Hillman reaction

Reactions of acrylate esters with pyridinecarboxaldehydes, in the presence of 3-hydroxy-quinuclidine or 1,4-diazabicyclo[2.2.2] octane, have been followed by 1H NMR spectroscopy, and a mechanism which accommodates the kinetic data hase been presented.

Microwave-assisted convenient syntheses of 2-indolizine derivatives from Morita-Baylis-Hillman adducts: New in silico potential ion channel modulators

In this work, a microwave-assisted synthesis study by microwave irradiation to produce indolizine-2-carbonitrile and indolizine-2-carboxylate in good to high yields (70 and 81percent, respectively) in one step from Morita-Baylis-Hillman adducts (MBHA) is presented. These compounds were subsequently transformed to high yields (94 to 100percent, respectively) in three 2-indolizine derivatives. The five synthesized compounds were designed in silico aiming to present potential selective activities as ion channel modulators. These activities were suggested by the score values using Molinspiration Cheminformatics program.

Selective hydrogenation of indolizines: An expeditious approach to derive tetrahydroindolizines and indolizidines from Morita-Baylis-Hillman adducts

In this study, we describe the hydrogenation of indolizines derived from Morita-Baylis-Hillman adducts. We demonstrate that functionalized tetrahydroindolizines and indolizidines can be prepared selectively, at low pressure, by simply adjusting the acidity of the medium. Using this simple and straightforward strategy, substituted tetrahydroindolizines and indolizidines were obtained diastereoselectively in high yield.

An Improved Protocol for the Morita-Baylis-Hillman Reaction Allows Unprecedented Broad Synthetic Scope

The Morita-Baylis-Hillman (MBH) reaction has been stablished as an important C?C bond-forming transformation between carbonyl-containing compounds and activated olefins. However, the slow reaction rate usually observed with electron-rich electrophilic par

6,5-Fused Ring, C2-Salvinorin Ester, Dual Kappa and Mu Opioid Receptor Agonists as Analgesics Devoid of Anxiogenic Effects**

Current common analgesics are mediated through the mu or kappa opioid receptor agonism. Unfortunately, selective mu or kappa receptor agonists often cause harmful side effects. However, ligands exhibiting dual agonism to the opioid receptors, such as to mu and kappa, or to mu and delta, have been suggested to temper undesirable adverse effects while retaining analgesic activity. Herein we report an introduction of various 6,5-fused rings to C2 of the salvinorin scaffold via an ester linker. In vitro studies showed that many of these compounds have dual agonism on kappa and mu opioid receptors. In vivo studies on the lead dual kappa and mu opioid receptor agonist demonstrated supraspinal thermal analgesic activity while avoiding anxiogenic effects in male mice, thus providing further strong evidence in support of the therapeutic advantages of dual opioid receptor agonists over selective opioid receptor agonists.

Chiral Phosphoric Acid Catalyzed Desymmetrization of Cyclopentendiones via Friedel–Crafts Conjugate Addition of Indolizines

An organocatalytic highly diastero- and enantioselective Friedel–Crafts conjugate addition of indolizines to prochiral cyclopentenediones has been successfully developed. This desymmetric transformation provides a direct access to the desired indolizine-substituted cyclopentanediones in yields of 62–91% and excellent stereoselectivities. The utility of the approach was demonstrated by diverse late-stage functionalizations through reduction or oxidation. Importantly, the direct sp2 C–H functionalization with nitromethane in one-pot process resulted in the indolizine-linked axially chiral styrene bearing a remote chiral center.

NOVEL OXALYL PIPERAZINES ACTIVE AGAINST THE HEPATITIS B VIRUS (HBV)

The present invention relates generally to novel antiviral agents. Specifically, the present invention relates to compounds which can inhibit the protein(s) encoded by hepatitis B virus (HBV) or interfere with the function of the HBV replication cycle, compositions comprising such compounds, methods for inhibiting HBV viral replication, methods for treating or preventing HBV infection, and processes and intermediates for making the compounds.