40140-16-7

Usage

Uses

Used in Flavoring and Fragrance Industry:
ETHYL 4-METHOXYBENZOYLFORMATE is used as a flavoring agent and fragrance in various products such as perfumes, soaps, and cosmetics, leveraging its sweet, floral aroma to enhance the sensory experience of these products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, ETHYL 4-METHOXYBENZOYLFORMATE serves as an intermediate for the synthesis of other organic compounds, contributing to the development of new medications and therapeutic agents.

InChI:InChI=1/C11H12O4/c1-3-15-11(13)10(12)8-4-6-9(14-2)7-5-8/h4-7H,3H2,1-2H3

Upstream product

• 7099-91-4 p-methoxybenzoylformic acid 
• 4755-77-5 Ethyl oxalyl chloride 
• 100-66-3 methoxybenzene 
• 95-92-1 oxalic acid diethyl ester 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 64-17-5 ethanol 
• 20714-90-3 4-Methoxymandelic acid 
• 14062-18-1 ethyl p-methoxyphenylacetate 
• 6957-89-7 Ethyl dichloro-(ethoxy)-acetate 
• 76344-78-0 ethyl 3-(N,N-dimethylamino)-2-(p-methoxyphenyl)propenoate 
• 7446-70-0 aluminium trichloride 
• 98-95-3 nitrobenzene 
• 86658-99-3 1-(2,2-Diethoxy-vinyl)-4-methoxy-benzene 
• 66867-32-1 carbonic acid, cyano(4-methoxyphenyl)methyl ethyl ester 

Downstream Products

• 14062-18-1 ethyl p-methoxyphenylacetate 
• 36141-66-9 ethyl 2-hydroxy-2-(4-methoxyphenyl)acetate 
• 86871-40-1 dichloro-(4-methoxy-phenyl)-acetic acid ethyl ester 
• 61365-41-1 N-Isopropyl-2-(4-methoxy-phenyl)-2-oxo-acetamide 
• 78587-65-2 Methyl 3-p-methoxyphenyl-2H-1,4-benzoxazin-2-one-6-acetate 
• 78587-71-0 Methyl 3-p-methoxyphenyl-2H-1,4-benzoxazin-2-one-6-α-methyl-acetate 
• 7099-91-4 p-methoxybenzoylformic acid 
• 190433-55-7 N-benzyl-2-(4-methoxyphenyl)-2-oxoacetamide 
• 135765-83-2 ethyl (E)-2-(hydroxyimino)-2-(4-methoxyphenyl)acetate 
• 250602-54-1 ethyl (Z)-2-(hydroxyimino)-2-(4-methoxyphenyl)acetate 
• 916058-70-3 ethyl (p-methoxyphenyl)-[N-(p-methoxyphenyl)imino]acetate 
• 13603-63-9 (R)-1-(4-methoxyphenyl)ethane-1,2-diol 
• 147159-72-6 (S)-(+)-1-(p-methoxyphenyl)-1,2-ethanediol 

Relevant academic research and scientific papers

A short route to access oxaspiro[: N,3,3]propellanes

Novel access to oxaspiro[n,3,3]propellanes has been developed from bicyclic lactones directly prepared by a photochemical hydroxymethylation or alternatively by a three-step sequence. Thanks to the presence of additional hydroxy- and propargylic groups, a second cyclization catalyzed by silver or bismuth salts, led to the propellane structure which was finally transformed into spiranic derivatives by a Simmons-Smith reaction or condensation with α-ketoesters.

Electrochemical two-electron oxygen reduction reaction (ORR) induced aerobic oxidation of α-diazoesters

Electrochemical oxygen reduction reaction (ORR) is a powerful tool for introducing oxygen functional groups in synthetic chemistry. However, compared with the well-developed one-electron oxygen reduction process, the applications of two-electron oxygen re

Unraveling two pathways for NHPI-mediated electrocatalytic oxidation reaction

Two pathways for N-hydroxyphthalimide (NHPI)-mediated electrocatalytic oxidation using phenylacetate derivatives as template substrates were first reported for benzylic C[sbnd]H oxidation to oxygenated and non-oxygenated products. DFT calculation indicates that the hydrogen-atom transfer (HAT) process between phthalimido-N-oxyl (PINO) and substrate is a rate-determined step. Aromatic α-keto esters and 2-((1,3-dioxoisoindolin-2-yl)oxy)-2-aryl acetate obtained by cross-coupling between benzylic radical and PINO can be selectively synthesized through controlling the concentration of PINO radical. This method provides a deep understanding for selective weak C[sbnd]H oxidation using NHPI as redox mediator.

Copper on charcoal: Cu0nanoparticle catalysed aerobic oxidation of α-diazo esters

By using a charcoal supported nano Cu0catalyst (Cu/C), a highly efficient oxidation of α-diazo esters to α-ketoesters with molecular oxygen as the sole oxidant has been developed. In the presence of the Cu/C catalyst, 2-aryl-α-diazo esters with both electron-donating and electron-withdrawing groups can be oxidized to the corresponding α-ketoesters efficiently. Furthermore, this Cu/C catalyst can catalyse the reaction of aryl α-diazo ester with water to form aryl ketoester, 2-aryl-2-hydroxyl acetate ester and 2-aryl acetate ester. In this case, water is split by α-diazo ester, and the diazo group is displaced by the oxygen or hydrogen atom in water. Mechanistic investigation showed that the reaction of α-diazo ester with oxygen proceeds through a radical pathway. In the presence of 2,2,6,6-tetramethyl piperidine nitrogen oxide, the reaction of α-diazo ester with oxygen is dramatically inhibited. Furthermore, the reaction of α-diazo ester with water is investigated by an isotopic tracer method, and GCMS detection showed that a disproportionation reaction occurred between α-diazo ester and water.

Stereoselective Synthesis of Dihydrocoumarins via [1,2]-Phospha-Brook Rearrangement in Three-Component Coupling Reaction of α-Ketoesters, o-Quinone Methides, and Dialkyl Phosphites

A highly regio- and diastereoselective approach for the synthesis of phosphate substituted dihydrocoumarins via Br?nsted base catalyzed [1,2]-phospha-Brook rearrangement is reported. The two-step, one-pot Michael addition of α-phosphonyloxy enolates proceeds by coupling of dialkyl phosphite and α-ketoesters to o-quinone methides, followed by an intramolecular cyclization, providing 3,4-dihydrocoumarin frameworks.

Scope and limitations of reductive amination catalyzed by half-sandwich iridium complexes under mild reaction conditions

The conversion of aldehydes and ketones to 1° amines could be promoted by half-sandwich iridium complexes using ammonium formate as both the nitrogen and hydride source. To optimize this method for green chemical synthesis, we tested various carbonyl substrates in common polar solvents at physiological temperature (37 °C) and ambient pressure. We found that in methanol, excellent selectivity for the amine over alcohol/amide products could be achieved for a broad assortment of carbonyl-containing compounds. In aqueous media, selective reduction of carbonyls to 1° amines was achieved in the absence of acids. Unfortunately, at Ir catalyst concentrations of 1 mM in water, reductive amination efficiency dropped significantly, which suggest that this catalytic methodology might be not suitable for aqueous applications where very low catalyst concentration is required (e.g., inside living cells).

EP300/CREBBP INHIBITOR

The present invention provides a compound having excellent histone acetyltransferase inhibitory activity against EP300 and/or CREBBP, or a pharmacologically acceptable salt thereof. The compound is represented by the following formula (1) or a pharmacologically acceptable salt thereof: wherein ring Q1, ring Q2, R1, R2, R3 and R4 respectively have the same meanings as defined in the specification.

Copper(I)-catalyzed aerobic oxidation of α-diazoesters

A practical Cu-catalyzed oxidation of α-diazoesters to α-ketoesters using molecular oxygen as an oxidant has been developed. Both electron-poor and electron-rich aryl α-diazoesters are suitable substrates and provide the α-ketoesters in good yields. In this oxidative system, α-diazo-β-ketoesters are also compatible as substrates but unexpectedly furnish α-ketoesters via C-C bond cleavage, rather than the vicinal tricarbonyl products.

Chemo- And diastereoselective synthesis of pyrrolidines from aroylformates and δ-tosylamino enones via P(NMe2)3-mediated reductive amination/base-catalyzed michael addition cascade

A novel P(NMe2)3-mediated tandem (1 + 4) annulation between aroylformates and δ-tosylamino enones has been developed that affords a facile synthesis of functionalized pyrrolidines in moderate to excellent yields with exclusive chemoselectivity and high diastereoselectivity. Mechanistic investigation reveals that the reaction proceeds through an unprecedented P(NMe2)3-mediated reductive amination/base-catalyzed Michael addition cascade. The reaction herein also represents the first study of the reactivity patterns of the Kukhtin-Ramirez adducts toward ambiphilic nucleophile-electrophiles.

Exploiting Cofactor Versatility to Convert a FAD-Dependent Baeyer–Villiger Monooxygenase into a Ketoreductase

Cyclohexanone monooxygenases (CHMOs) show very high catalytic specificity for natural Baeyer–Villiger (BV) reactions and promiscuous reduction reactions have not been reported to date. Wild-type CHMO from Acinetobacter sp. NCIMB 9871 was found to possess an innate, promiscuous ability to reduce an aromatic α-keto ester, but with poor yield and stereoselectivity. Structure-guided, site-directed mutagenesis drastically improved the catalytic carbonyl-reduction activity (yield up to 99 %) and stereoselectivity (ee up to 99 %), thereby converting this CHMO into a ketoreductase, which can reduce a range of differently substituted aromatic α-keto esters. The improved, promiscuous reduction activity of the mutant enzyme in comparison to the wild-type enzyme results from a decrease in the distance between the carbonyl moiety of the substrate and the hydrogen atom on N5 of the reduced flavin adenine dinucleotide (FAD) cofactor, as confirmed using docking and molecular dynamics simulations.