36600-75-6

Usage

Ethyl ester derivative

2-(4-methoxy-benzyl)-3-oxo-butyric acid 2-(4-methoxy-benzyl)-3-oxo-butyric acid ethyl ester is derived from 2-(4-methoxy-benzyl)-3-oxo-butyric acid by attaching an ethyl ester group.

Common use

Organic synthesis and pharmaceutical research It is widely used as a building block in the synthesis of various pharmaceuticals and bioactive compounds.

Physical appearance

Pale yellow liquid The compound is a pale yellow liquid in its pure form.

Odor

Fruity It has a distinct fruity smell.

Solubility

Insoluble in water, soluble in organic solvents The compound does not dissolve in water but dissolves in organic solvents such as ethanol and ether.

Application

Fragrances and flavorings It is also utilized in the production of fragrances and flavorings for various products.

Hazard classification

Not highly hazardous 2-(4-methoxy-benzyl)-3-oxo-butyric acid ethyl ester is not considered to be a highly hazardous substance.

Safety precautions

Proper handling and storage To prevent potential health or environmental risks, it is important to follow proper handling and storage procedures when working with 2-(4-methoxy-benzyl)-3-oxo-butyric acid ethyl ester.

Upstream product

• 2746-25-0 p-Methoxybenzyl bromide 
• 1007476-32-5 sodium ethyl acetylacetate enolate 
• 71-43-2 benzene 
• 824-94-2 p-methoxybenzyl chloride 
• 141-97-9 ethyl acetoacetate 
• 123-11-5 4-methoxy-benzaldehyde 
• 6674-22-2 1,8-diazabicyclo[5.4.0]undec-7-ene 
• 24405-45-6 ethyl 2-(4-methoxybenzylidene)-3-oxobutanoate 
• 6186-89-6 ethyl methyl malonate 
• 104-21-2 p-methoxybenzyl acetate 
• 105-13-5 4-Methoxybenzyl alcohol 

Downstream Products

• 3682-16-4 2-(hydroxyimino)-3-(4-methoxyphenyl)propanoic acid 
• 104-20-1 4-(4-methoxyphenyl)-2-butanone 
• 16682-59-0 2-amino-5-(4-methoxy-benzyl)-6-methyl-3H-pyrimidin-4-one 
• 109555-52-4 3-(4-methoxy-benzyl)-2,8-dimethyl-quinolin-4-ol 
• 859194-32-4 2-(4-methoxy-benzyl)-2-methyl-acetoacetic acid ethyl ester 
• 95314-42-4 C₂₀H₂₀N₃O₁₀^(1-)*C₆H₁₅N*H⁽¹⁺⁾ 
• 67828-19-7 4-(4-methoxyphenyl)-3-methylbutan-2-one 
• 7635-29-2 O-methyl tyrosine 
• 16682-59-0 2-amino-5-(4-methoxy-benzyl)-6-methyl-3H-pyrimidin-4-one 
• 95314-41-3 C₂₀H₂₁N₃O₁₀ 
• 1370590-73-0 ethyl (2R,3S)-3-hydroxy-2-(4-methoxybenzyl)butanoate 
• 52252-58-1 2-(4-Hydroxybenzyl)acetessigsaeure-ethylester 
• 27032-79-7 5-(4-Methoxybenzyl)-2,6-dimethyl-3H-pyrimidin-4-one 
• 219554-67-3 ethyl 2-bromo-3-(4-methoxyphenyl)propionate 

Relevant academic research and scientific papers

MODULAR CHEMICAL PROBE FOR DETECTION OF AMINO ACID CITRULLINE IN PHYSIOLOGICAL SAMPLES

An improved chemical probe for the detection of the amino acid citrulline combines: 1) a reactive head formed of 1,3-dicarbonyl moiety that reacts with a citrulline side chain in an improved manner compared to currently used 1,2-dicarbonyl moieties; and 2) a modular action of the probe where citrulline side chains are labeled first using reactive heads described above, and attachment of a read-out subunit or tag, be it a fluorophore, a nanoparticle, or an antigen is performed separately. The modular nature of the chemical probe increases the sensitivity of the probes due to their smaller size. Additionally, the chemical probes of the present disclosure allow the same sample to be analyzed using a variety of read-out methods.

Discovery of remogliflozin etabonate: A potent and highly selective SGLT2 inhibitor

We optimized the structure of an active metabolite (1) of WAY-123783, which was obtained from mouse urine after oral administration, to improve selectivity for SGLT2 and oral bioavailability. O-glucoside derivative 24 (remogliflozin etabonate) was subsequently identified as a potent, highly selective, and orally available SGLT2 inhibitor.

Preparation method of 4-p-hydroxyphenyl-2-butanone

The invention discloses a preparation method of 4-p-hydroxyphenyl-2-butanone. The preparation method comprises the following steps of using anisaldehyde from a natural source as a raw material, preparing to obtain anisalcohol through a reduction reaction, preparing to obtain p-methoxybenzyl chloride through a chlorination reaction, next preparing to obtain 2-acetyl-3-(4-methoxyphenyl)ethyl propionate through a substitution reaction with ethyl acetoacetate from a biomass source, next preparing to obtain 4-(4-methoxyphenyl)-2-butanone through hydrolysis and decarboxylation reactions, and finallypreparing to obtain the 4-p-hydroxyphenyl-2-butanone through a demethylation reaction. The preparation method can be used for realizing the preparation of all-natural carbon-source raspberry ketone,and has the advantages of being simple and direct in route, easy to operate, environmentally friendly and high in yield and the like.

α-Arylation of Carbonyl Compounds through Oxidative C?C Bond Activation

A synthetically useful approach for the direct α-arylation of carbonyl compounds through a novel oxidative C?C bond activation is reported. This mechanistically unusual process relies on a 1,2-aryl shift and results in all-carbon quaternary centers. The transformation displays broad functional-group tolerance and can in principle also be applied as an asymmetric variant.

Tunable Aerobic Oxidative Hydroxylation/Dehydrogenative Homocoupling of Pyrazol-5-ones under Transition-Metal-Free Conditions

A practical and tunable transition-metal-free aerobic oxidation of pyrazol-5-ones preparing either 4-hydroxypyrazoles (via C-H hydroxylation) or bispyrazoles (via dehydrogenative homocoupling) is described. The K2CO3/dioxane reagent system predominately promoted hydroxylation to deliver the α-hydroxylated pyrazoles. In contrast, the formation of bispyrazoles was overwhelmingly preferred with CH3CN as the reaction medium without any additives.

Copper-Mediated Deuterotrifluoromethylation of α?Diazo Esters

A copper-mediated deuterotrifluoromethylation of α?diazo esters under the promotion of deuterium oxide (D2O) has been developed for the synthesis of deuterium-labeled trifluoromethyl compounds. This deuterotrifluoromethylation reaction is of broad scope and can afford the deuterated products with higher than 99% isotopic purity. Moreover, the results of this investigation also provide some experimental evidences to support our previously proposed trifluoromethylation mechanism.

gem-Difluoroolefination of Diazo Compounds with TMSCF3 or TMSCF2Br: Transition-Metal-Free Cross-Coupling of Two Carbene Precursors

A new olefination protocol for transition-metal-free cross-coupling of two carbene fragments arising from two different sources, namely, a nonfluorinated carbene fragment resulting from a diazo compound and a difluorocarbene fragment derived from Ruppert-Prakash reagent (TMSCF3) or TMSCF2Br, has been developed. This gem-difluoroolefination proceeds through the direct nucleophilic addition of diazo compounds to difluorocarbene followed by elimination of N2. Compared to previously reported Cu-catalyzed gem-difluoroolefination of diazo compounds with TMSCF3, which possesses a narrow substrate scope due to a demanding requirement on the reactivity of diazo compounds and in-situ-generated CuCF3, this transition-metal-free protocol affords a general and efficient approach to various disubstituted 1,1-difluoroalkenes, including difluoroacrylates, diaryldifluoroolefins, as well as arylalkyldifluoroolefins. In view of the ready availability of diazo compounds and difluorocarbene reagents and versatile transformations of 1,1-difluoroalkenes, this new gem-difluoroolefination method is expected to find wide applications in organic synthesis.

Proton-exchanged montmorillonite-mediated reactions of methoxybenzyl esters and ethers

Proton-exchanged montmorillonite (H-mont) was found to be an eco-friendly and cost-effective catalyst for the generation of O-methylated quinone methides (QM) from the corresponding p or o-methoxybenzyl esters and ethers. Nucleophilic trapping of the O-methylated QM with arenes, alcohols, 1,3-dicarbonyl compounds, silyl enol ethers, and allylsilanes has been carried out, respectively, leading to eco-friendly benzylation reactions. Using this protocol, H-mont-mediated deprotection of PMB-protected esters and ethers have been realized for the first time. This work would pave the way for further exploration in O-alkylated QM that are of chemical and biological significance.

Design, synthesis and computational validation of novel benzimidazole/indole-based PPARα and PPAR? partial agonists

The design and synthesis of benzimidazolyl and indolyl linked α-alkoxy phenylpropanoic acid derivatives and the β-keto ester analogues in an effort to develop novel peroxisome proliferator activated receptors ligands expected to exhibit PPARα and PPAR? pa

Copper-mediated trifluoromethylation of α-diazo esters with TMSCF3: The important role of water as a promoter

Copper-mediated trifluoromethylation of α-diazo esters with TMSCF3 reagent has been developed as a new method to prepare α-trifluoromethyl esters. This trifluoromethylation reaction represents the first example of fluoroalkylation of a non-fluorinated carbene precursor. Water plays an important role in promoting the reaction by activating the "CuCF3" species prepared from CuI/TMSCF3/CsF (1.0:1.1:1.1). The scope of this trifluoromethylation reaction is broad, and its efficiency is demonstrated in the synthesis of a variety of aryl-, benzyl-, and alkyl-substituted 3,3,3-trifluoropropanoates.