106515-77-9

Usage

Molecular Structure

2-(3-OXO-PROPYL)-BENZOIC ACID METHYL ESTER is a chemical compound derived from benzoic acid with a methyl ester group attached to it. It is also known as methyl 2-(3-oxo-propyl) benzoate.

Usage

It is commonly used in the synthesis of pharmaceuticals, agrochemicals, and dyes. It has a wide range of applications in the chemical industry as a building block for various organic reactions and chemical synthesis.

Biological Activity

It has been found to exhibit certain biological activities, making it a potential candidate for drug development and research.

InChI:InChI=1/C11H12O3/c1-14-11(13)10-7-3-2-5-9(10)6-4-8-12/h2-3,5,7-8H,4,6H2,1H3

Upstream product

• 106515-76-8 2-(3-Hydroxypropyl)benzoesaeure-methylester 
• 27326-43-8 2-vinylbenzoic acid 
• 32552-21-9 2-(3-hydroxypropane)benzoic acid 
• 33779-03-2 2-(2-methoxycarbonylethyl)benzoic acid 
• 776-79-4 2-(2-carboxyethyl)benzoic acid 
• 18454-53-0 (E)-o-carboxycinnamic acid 
• 142402-60-6 2-(3-oxopropane)benzoic acid 
• 74-88-4 methyl iodide 
• 201230-82-2 carbon monoxide 
• 27326-44-9 methyl o-vinylbenzoate 
• 81329-74-0 3-(2-(methoxycarbonyl)phenyl)propanoic acid 
• 4122-56-9 methyl o-formylbenzoate 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 1588818-25-0 methyl 2-(4-methyl-3-penten-1-yl)benzoate 
• 1588818-29-4 C₁₃H₁₆O₃ 
• 1588818-26-1 2-(4-methyl-3-penten-1-yl)benzoic acid 
• 133791-17-0 2-(3-{3-[2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-oxopropyl)benzoic acid methyl ester 
• 1309571-11-6 methyl 2-(5,5-difluoropenta-3,4-dien-1-yl)benzoate 
• 1309571-06-9 methyl 2-(3-acetoxy-5,5-difluoro-4-iodopent-4-en-1-yl)benzoate 
• 89730-30-3 2-(but-3-en-1-yl)benzoic acid 
• 179735-72-9 2-(3-buten-1-yl)-benzoic acid methyl ester 

Relevant academic research and scientific papers

Synthesis and antifungal activity of 7-methyl-7-hydroxy-2,3-benzo[c]octa-1, 6-olide

The racemic 7-methyl-7-hydroxy-2,3-benzo[c]octa-1,6-olide, the analog of natural product (6R)-3,7-dimethyl-7-hydroxy-2-octen-1,6-olide, was totally synthesized using easily available (E)-2-(2-carboxyvinyl)benzoic acid as a raw material in nine-step reacti

Beyond classical reactivity patterns: Hydroformylation of vinyl and allyl arenes to valuable β- And γ-aldehyde intermediates using supramolecular catalysis

In this study, we report on properties of a series of rhodium complexes of bisphosphine and bisphosphite L1-L7 ligands, which are equipped with an integral anion binding site (the DIM pocket), and their application in the regioselective hydroformylation of vinyl and allyl arenes bearing an anionic group. In principle, the binding site of the ligand is used to preorganize a substrate molecule through noncovalent interactions with its anionic group to promote otherwise unfavorable reaction pathways. We demonstrate that this strategy allows for unprecedented reversal of selectivity to form otherwise disfavored β-aldehyde products in the hydroformylation of vinyl 2- and 3-carboxyarenes, with chemo- and regioselectivity up to 100%. The catalyst has a wide substrate scope, including the most challenging substrates with internal double bonds. Coordination studies of the catalysts under catalytically relevant conditions reveal the formation of the hydridobiscarbonyl rhodium complexes [Rh(Ln)(CO)2H]. The titration studies confirm that the rhodium complexes can bind anionic species in the DIM binding site of the ligand. Furthermore, kinetic studies and in situ spectroscopic investigations for the most active catalyst give insight into the operational mode of the system, and reveal that the catalytically active species are involved in complex equilibria with unusual dormant (reversibly inactivated) species. In principle, this involves the competitive inhibition of the recognition center by product binding, as well as the inhibition of the metal center via reversible coordination of either a substrate or a product molecule. Despite the inhibition effects, the substrate preorganization gives rise to very high activities and efficiencies (TON > 18‰000 and TOF > 6000 mol mol-1 h-1), which are adequate for commercial applications.

Supramolecular control of selectivity in hydroformylation of vinyl arenes: Easy access to valuable β-aldehyde intermediates

Go against the flow! A rationally designed regioselective hydroformylation catalyst, [Rh/L], in which noncovalent ligand-substrate interactions allow the unprecedented reversal of selectivity from the typical α-aldehyde to the otherwise unfavored product β-aldehyde, is reported. This catalytic system opens up novel and sustainable synthetic pathways to important intermediates for the fine-chemicals industry.

IMIDAZOPYRIMIDINONES AND USES THEREOF

The present invention provides a compound of formula (I) or a pharmaceutically acceptable derivative, salt or prodrug thereof. The present invention further provides a method of treatment or prophylaxis of a viral infection in a subject comprising administering to said subject an effective amount of a compound of formula (I) or a pharmaceutically acceptable derivative, salt or prodrug thereof. Pharmaceutical compositions comprising a compound of formula (I) are also provided.

SUBSTITUTED HYDROXYETHYLAMINE ASPARTYL PROTEASE INHIBITORS

The invention relates to novel compounds and also to methods of treating at least one disease, disorder, or condition associated with amyloidosis using such compounds. Amyloidosis refers to a collection of diseases, disorders, and conditions associated with abnormal deposition of A-beta protein.

Evaluation of exo-endo ratios in the halolactonization of ω-unsaturated acids

The reaction of 2-(ω-alkenyl)benzoic acids with bis(collidine)iodine and bis(collidine)bromine hexafluorophosphate was examined. Except with 2-but-3-enylbenzoic acid, for which only the exo lactone was obtained, for the other acids a mixture of exo-endo lactones was always obtained. The proportion of endo lactone was important for the acid chain length of 11 carbons (formation of a 12-membered ring endo lactone) and for the acid chain lengths higher than 14 carbons. The formation of the endo lactones was explained, on the base of molecular calculations, by competition between electronic and steric effects. These latter were developed by transannular interactions (for the acid chain lengths 8-11) and/or the conformations adopted by the chains (for the acid chain lengths ≥ 14,) which disfavored the formation of the exo lactones. The larger proportion of endo lactones observed with the bromo reagent compared to the iodo reagent seemed due to electronic factors.

Synthesis and biological activity of new 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase inhibitors: 2-oxetanones with a side chain mimicking the folded structure of 1233A.

To mimic the folded side chain conformation of 1233A (1), which is a 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase inhibitor, 1233A analogs with aromatic rings in the side chain were synthesized. The 2-oxetanone moiety was kept intact. Among 1233A and its synthetic analogs, trans-3-hydroxymethyl-4-[2-(7-methoxycarbonyl-1-naphthyl)ethyl]-2-oxe tanone (23) showed the highest HMG-CoA synthase inhibitory activity in vitro. The structure-activity relationship at the side chain is discussed.

NOVEL OXIDATIVE CLEAVAGE OF CARBON-CARBON BOND IN HYDRAZONES BY OXYGENATION WITH COBALT SCHIFF BASE COMPLEX

Oxygenation of aromatic ketone hydrazones with Co(salen) in methanol resulted unexpectedly in oxidative degradation to give methyl benzoate derivatives.A mechanism involving nucleophilic attack by methanol on a diazo intermediate is discussed.