5164-76-1

Usage

Uses

Used in Chemical Synthesis:
Dimethyl glutaconate is used as an intermediate in the synthesis of various organic compounds for several reasons. Its reactivity with salicaldehyde and piperidine allows for the formation of coumarin-fused electron deficient dienes, which are important in the creation of complex molecular structures.
Used in Pharmaceutical Industry:
Dimethyl glutaconate is used as a building block for the synthesis of phenanthridinone derivatives, which are known for their potential pharmaceutical applications. These derivatives have been studied for their biological activities, including potential use in the development of new drugs.
Used in Material Science:
In the field of material science, dimethyl glutaconate is used as a precursor for the synthesis of substituted benzenes. These substituted benzenes can be utilized in the development of new materials with specific properties, such as improved stability or enhanced reactivity.

InChI:InChI=1/C7H10O4/c1-10-6(8)4-3-5-7(9)11-2/h3-4H,5H2,1-2H3/b4-3-

Upstream product

• 1830-54-2 3-oxopentanedioic acid dimethyl ester 
• 67-56-1 methanol 
• 1117-71-1 methyl 4-bromocrotonate 
• 1724-02-3 glutaconic acid 
• 13436-45-8 2-methoxytetrahydrofuran 
• 15243-33-1 dodecacarbonyl-triangulo-triruthenium 
• 4126-54-9 dimethyl 3-methoxyglutaric acid 

Downstream Products

• 97661-19-3 2--glutarsaeure-dimethylester 
• 16589-88-1 Dimethyl-β-(α'-aethoxycarbonylacetonyl)-glutarat 
• 77756-00-4 (2-octyl-5-oxo-tetrahydro-furan-3-yl)-acetic acid methyl ester 
• 146445-27-4 4-methoxycarbonyl-non-3-en-8-ynoate de methyle 
• 1035797-58-0 3-(2-Chloro-5-methoxy-phenylsulfanyl)-pentanedioic acid dimethyl ester 
• 99902-38-2 Dimethyl (E)-2-(2-acetoxy-4-oxocyclopentenyl)glutaconate 
• 185420-79-5 2-(2-Methoxycarbonyl-1-methoxycarbonylmethyl-ethyl)-4,4-dimethyl-3-oxo-pentanoic acid methyl ester 
• 109270-76-0 dimethyl 3-(benzylamino)pentanedioate 
• 91248-71-4 2-cyano-3-methoxycarbonylmethyl-glutaric acid dimethyl ester 
• 2338-44-5 dimethyl 3-isopropylglutarate 
• 19013-37-7 dimethyl 3-methylglutarate 
• 58219-47-9 dimethyl 3-n-propylglutarate 
• 216690-15-2 dimethyl 3-(4-fluorophenyl)glutarate 
• 853644-39-0 toluene-4-sulfonic acid 5-(4-cyano-phenoxy)-3-methyl-pentyl ester 

Relevant academic research and scientific papers

Selective esterification of nonconjugated carboxylic acids in the presence of conjugated or aromatic carboxylic acids under mild conditions

Nonconjugated carboxylic acids are selectively esterified in good yields in the presence of conjugated or aromatic carboxylic acids by stirring over Amberlyst-15 in alcohol at room temperature.

Preparation method of 3-substituted dimethyl glutarate and dimethyl glutaconate

The invention relates to the field of fine chemical engineering, and particularly relates to a preparation method of 3-substituted dimethyl pentodiate and pentene diester. According to the preparationmethod of 3-substituted dimethyl pentodiate and pentene diester, malonic ester and halomethane are used as raw materials, substitution reaction is performed under an alkaline action, then decarboxylation and esterification reaction are performed so as to prepare 3-substituted dimethyl pentodiate or pentene diester, a structural formula of 3-substituted dimethyl pentodiate is as shown in a compound (V), and a structural formula of pentene diester is as shown in a compound (IX). The preparation method of 3-substituted dimethyl pentodiate and pentene diester is mild in reaction conditions, is easy to operate and is safe. The formula is shown in the description.

Rhodium-catalysed alkoxylation/acetalization of diazo compounds: One-step synthesis of highly functionalised quaternary carbon centres

An intermolecular tandem reaction for the rapid build-up of densely functionalised α-alkoxy-β-oxo-esters has been developed. This novel process applies the easy to handle trimethyl orthoformate as a C1-building block in the rhodium(ii)-catalysed alkoxylation/acetalization of donor-acceptor substituted diazo compounds. The concomitant C-O/C-C bond formation reaction gives products with unique quaternary carbon centers, substituted by groups of different oxidation level (ester, protected aldehyde and alkoxide).

PROCESS FOR THE PREPARATION OF DIALKYL GLUTACONATES

The invention relates to a process for preparing a dialkyl glutaconate of formula RO(CO)CH2CH=CH(CO)OR, wherein R is C1-6 alkyl, by heating a dialkyl 3-alkoxyglutarate of formula RO(CO)CH2C(OR)CH2(CO)OR, wherein R is as defined above, in the presence of an acid.

Influence of functional substitution of allyl halides on their ni(co)4 promoted carbonylative cycloaddition with acetylenes

The effect of functional substitution of allyl halides on the outcome of the title reaction has been studied. Electron withdrawing and olefinic groups had different effects depending on their location. When they were placed at the central position of the allyl moiety carbonylative cycloaddition was found to be the main reaction, in acetone, to yield exclusively cyclohexenone (or aromatic) derivatives. In contrast, the same groups at the terminal site and in exteded conjugation with the allylic funtion were shown to favour competing side reactions such as allyl self-coupling. However, only cyclopentenones were obtained from either centrally or terminally substituted silylallyl halides. Substitution at both ends of the allyl moiety led to the formation of 4,5-disubstituted cyclopentenones. Important mechanistic information could be achieved from determination of the relative stereochemistry in these compounds.

Reactions of 2-alkoxyfurans with nonacarbonyldiiron or dodecacarbonyltriruthenium giving binuclear vinylcarbene complexes and a 2-pyrone complex. A novel precursor for α,β-unsaturated alkylidene ligands and an unusual carbonylation of the furans

2-Methoxyfuran reacted with nonacarbonyldiiron in diethyl ether at 35°C for 4 h to give a binuclear α,β-unsaturated alkylidene complex, hexacarbonyl(μ-3-η1-anti-(methoxycarbonyl)-η 3:η1-allyl)diiron(i;'e-i'e)(5a) and a 2-pyrone derivative, tricarbonyl(3-6-η-6-methoxy-2-pyrone)iron (6a). 2-Methoxyfuran also reacted with dodecacarbonyltriruthenium in benzene under an atmosphere of carbon monoxide at 150°C for 4 h to give a corresponding binuclear α,β-unsaturated alkylidene complex, hexacarbonyl(μ-3-η1-anti-(methoxycarbonyl)-η 3:η1-allyl)dimthenium(Ru-Ru) (10), 6-methoxy-2-pyrone (11), and dimethyl glutaconate (12). Both reactions could be explained by assuming mononuclear η3-vinylcarbene complexes as reaction intermediates.