601-75-2

Usage

Uses

Used in Agrochemical Industry:
Ethylmalonic acid is used as a key intermediate for the synthesis of various agrochemicals, such as pesticides and herbicides, due to its ability to form stable and effective compounds that can protect crops from pests and diseases.
Used in Pharmaceutical Industry:
Ethylmalonic acid serves as a crucial building block in the development of pharmaceutical compounds, contributing to the creation of drugs with specific therapeutic properties. Its unique structure allows for the design of molecules that can target and treat a wide range of medical conditions.
Used in Dye Industry:
Ethylmalonic acid is used as a vital component in the production of dyes, particularly in the synthesis of colorants for various applications. Its chemical properties enable the creation of dyes with desirable characteristics, such as color intensity, stability, and resistance to fading.

InChI:InChI=1/C5H8O4/c1-2-3(4(6)7)5(8)9/h3H,2H2,1H3,(H,6,7)(H,8,9)/p-2

Upstream product

• 1462-12-0 diethyl ethylidenemalonate 
• 79-37-8 oxalyl dichloride 
• 141-75-3 butyryl chloride 
• 133-13-1 ethyl diethyl malonate 
• 80-40-0 ethyl ester of p-toluenesulfonic acid 
• 105-53-3 diethyl malonate 
• 2414-98-4 magnesium ethylate 
• 151-50-8 potassium cyanide 
• 533-68-6 2-bromobutyric acid ethyl ester 
• 75-03-6 ethyl iodide 
• 1191-96-4 ethylcyclopropane 
• 7697-37-2 nitric acid 
• 344881-72-7 4-formyl-hex-2t-enoic acid ethyl ester 
• 129867-59-0 bromoethylmalonic acid 

Downstream Products

• 26197-64-8 (E)-2-benzylidenebutanoic acid 
• 53086-41-2 (E)-2-(4-methoxybenzylidene)butanoic acid 
• 1760-46-9 diphenylacetic anhydride 
• 2518-72-1 5-ethyl barbituric acid 
• 54554-68-6 4-ethyl-1-phenyl-pyrazolidine-3,5-dione 
• 26717-67-9 dimethyl ethylmalonate 
• 1113-91-3 Ethylmalonsaeure-dipropylester 
• 3586-58-1 2-methylenebutyric acid 
• 133-13-1 ethyl diethyl malonate 
• 7391-61-9 1,3-dimethyl-5-ethylpyrimidine-2,4,6-(1H,3H,5H)-trione 
• 25743-40-2 3-ethyl-1,5-diphenyl-formazan 
• 741-81-1 1,3-Diphenyl-5-ethylbarbituric acid 
• 101597-56-2 ethyl-malonic acid diphenyl ester 
• 2835-81-6 2-aminobutanoic acid 

Relevant academic research and scientific papers

Synthesis of Cyclopentenones through Rhodium-Catalyzed C-H Annulation of Acrylic Acids with Formaldehyde and Malonates

An efficient rhodium-catalyzed protocol for the synthesis of cyclopentenones based on a three-component reaction of acrylic acids, formaldehyde, and malonates via vinylic C-H activation is reported. Exploratory studies showed that 5-alkylation of as-prepared cyclopentenones could be realized smoothly by the treatment of a variety of alkyl halides with a Na2CO3/MeOH solution. Excess formaldehyde and malonate led to a multicomponent reaction that afforded the multisubstituted cyclopentenones through a Michael addition.

Macrolactam Synthesis via Ring-Closing Alkene-Alkene Cross-Coupling Reactions

Reported herein is a practical method for macrolactam synthesis via a Rh(III)-catalyzed ring closing alkene-alkene cross-coupling reaction. The reaction proceeded via a Rh-catalyzed alkenyl sp2 C-H activation process, which allows access to macrocyclic molecules of different ring sizes. Macrolactams containing a conjugated diene framework could be easily prepared in high chemoselectivities and Z,E stereoselectivities.

SULFONYL-SUBSTITUTED BICYCLIC COMPOUND WHICH ACTS AS ROR INHIBITOR

Provided is a sulfonyl-substituted bicyclic compound (A) which acts as a RORγ inhibitor, said compound has good RORγ inhibitory activity and is expected to be used for treating diseases mediated by a RORγ receptor in mammals.

Exploring the Promiscuous Enzymatic Activation of Unnatural Polyketide Extender Units in Vitro and in Vivo for Monensin Biosynthesis

The incorporation of new-to-nature extender units into polyketide synthesis is an important source for diversity yet is restricted by limited availability of suitably activated building blocks in vivo. We here describe a straightforward workflow for the biogenic activation of commercially available new-to-nature extender units. Firstly, the substrate scope of a highly flexible malonyl co-enzyme A synthetase from Streptomyces cinnamonensis was characterized. The results were matched by in vivo experiments in which the said extender units were accepted by both the polyketide synthase and the accessory enzymes of the monensin biosynthetic pathway. The experiments gave rise to a series of predictable monensin derivatives by the exploitation of the innate substrate promiscuity of an acyltransferase and downstream enzyme functions.

Copper-catalyzed intermolecular chloro- and bromotrifluoromethylation of alkenes

A highly practical copper-catalyzed intermolecular halotrifluoromethylation of alkenes has been developed under mild reaction conditions. A variety of Cl/Br-containing trifluoromethyl derivatives were directly synthesized from a wide range of alkenes, including electron-deficient and unactivated alkenes.

Bifunctional Iminophosphorane Catalyzed Enantioselective Sulfa-Michael Addition to Unactivated α-Substituted Acrylate Esters

The highly enantioselective sulfa-Michael addition of alkyl thiols to unactivated α-substituted acrylate esters catalyzed by a bifunctional iminophosphorane organocatalyst under mild conditions is described. The strong Br?nsted basicity of the iminophosphorane moiety of the catalyst provides the necessary activation of the alkyl thiol pro-nucleophile, while the two tert-leucine residues flanking a central thiourea hydrogen-bond donor facilitate high enantiofacial selectivity in the protonation of the transient enolate intermediate. The reaction is broad in scope with respect to the alkyl thiol, the ester moiety, and the α-substituent of the α,β-unsaturated ester, affords sulfa-Michael adducts in excellent yields (up to >99%) and enantioselectivities (up to 96% ee), and is amenable to decagram scale-up using catalyst loadings as low as 0.05 mol %.

Expanding the utility of Bronsted base catalysis: Biomimetic enantioselective decarboxylative reactions

As a result of the low reactivity of simple esters, the use of them as nucleophiles in direct asymmetric transformations is a long-standing challenge in synthetic organic chemistry. Nature approaches this difficulty through a decarboxylative mechanism, which is used for polyketide synthesis. Inspired by nature, we report guanidine-catalyzed biomimetic decarboxylative C-C and C-N bond-formation reactions. These highly enantioselective decarboxylative Mannich and amination reactions utilized malonic acid half thioesters as simple ester surrogates. It is proposed that nucleophilic addition precedes decarboxylation in the mechanism, which has been investigated in detail through the identification of intermediates by using electrospray ionization (ESI) mass-spectrometric analysis and DFT calculations. Copyright

Anti-ischemic compounds

The present invention is related to a compound of formula (I), salts and pro-drugs of the compound (I) and methods for treating and/or preventing partial or total ischemia, methods for treating and/or preventing pathologies associated with ischemia or with mitochondrial deficiencies.

Synthesis and evaluation of α,α -disubstituted-3-mercaptopropanoic acids as inhibitors for carboxypeptidase A and implications with respect to enzyme inhibitor design

2-Ethyl-2-methyl-3-mercaptopropanoic acid (6) and 2-benzyl-2-methyl-3-mercaptopropanoic acid (7) were synthesized and evaluated as inhibitors for carboxypeptidase A (CPA), a prototypical zinc protease with the expectation that the binding affinities of these inhibitors would be augmented over those of 2-ethyl-3-methylsuccinic acid (2) and 2-benzyl-3-methylsuccinic acid (3), respectively, in light of the fact that the sulfhydryl group is a better zinc coordinating moiety than the carboxylate group. Contrary to the expectation, however, the inhibitory potency of 6 was not improved and that of 7 was rather attenuated by the replacement. A probable explanation for the unexpected results is offered.