5653-88-3

Usage

Uses

Used in Pharmaceutical and Chemical Industries:
2-Benzylidenesuccinic acid serves as a chelating agent, utilized for its ability to form stable complexes with metal ions. This property is particularly valuable in the removal of heavy metals from solutions, contributing to the purification processes in these industries.
Used in Synthesis of Organic Compounds:
2-benzylidenesuccinic acid is employed as a key intermediate in the synthesis of various organic compounds, leveraging its reactive sites for the creation of new chemical entities.
Used in Environmental Remediation:
2-Benzylidenesuccinic acid is used as a remedial agent for environmental purposes, specifically for the detoxification of solutions containing heavy metals, thanks to its chelating capabilities.
Used in Material Science:
2-benzylidenesuccinic acid is explored for its potential in the development of new materials, capitalizing on its structural attributes and reactive nature to enhance or create materials with specific properties.
Used in Drug Development:
2-Benzylidenesuccinic acid is investigated for its potential antioxidant and anti-inflammatory properties, indicating its use in the development of pharmaceuticals targeting oxidative stress and inflammatory conditions.

InChI:InChI=1/C11H10O4/c12-10(13)7-9(11(14)15)6-8-4-2-1-3-5-8/h1-6H,7H2,(H,12,13)(H,14,15)

Upstream product

• 17222-20-7 2-benzyl-3-hydroxy-succinic acid 
• 26717-32-8 3-acetyl-4-phenyl-but-3-enoic acid 
• 100-52-7 benzaldehyde 
• 123-25-1 succinic acid diethyl ester 
• 13389-88-3 (+/-)-5-oxo-2c-phenyl-tetrahydro-furan-3r-carboxylic acid 
• 13389-88-3 5-oxo-2-phenyl-tetrahydro-furan-3-carboxylic acid 
• 23360-64-7 diethyl (E/Z)-2-benzylidenesuccinate 
• 7732-18-5 water 
• 125702-11-6 (E)-benzylidenesuccinic anhydride 
• 60-29-7 diethyl ether 
• 132949-19-0 β-ethoxycarbonyl-γ-phenyl-γ-butyrolactone 
• 13389-88-3 (+/-)-5-oxo-2r-phenyl-tetrahydro-furan-3t-carboxylic acid 
• 106-65-0 Dimethyl succinate 
• 65859-90-7 dimethyl (E)-benzylidenesuccinate 

Downstream Products

• 80459-39-8 dimethyl-2-benzylidenesuccinate 
• 19544-43-5 3-benzyldihydrofuran-2,5-dione 
• 36092-42-9 2-benzylsuccinic acid 

Relevant academic research and scientific papers

Modular 1,1′-Ferrocenediyl-cored P-Stereogenic Diphosphines: ′′JDayPhos′′ Series and its Use in Rhodium(I)-Catalyzed Hydrogenation

A novel ferrocene-based P-stereogenic diphospine ligand series dubbed JDayPhos was developed, which rhodium(I) complexes of some of its members exhibited excellent enantioselectivity (up to >99% ee) and high activity in asymmetric hydrogenation of β-unsubstituted or -substituted itaconates and α-methylene-γ-oxo-carboxylates. (Figure presented.).

Preparation method of mitiglinide calcium

The invention relates to a preparation method of mitiglinide calcium, which includes steps of step 1, synthesis of benzal butanedioic acid; step 2, synthesis of benzylsuccinic acid; step 3, synthesisof (S)-benzylsuccinic acid (R)-alpha- phenylethylamine; step 4, synthesis of (S)-benzylsuccinic acid; step 5, synthesis of 2S-dihydro-isoindole indolebutyric acid; step 6, synthesis of crude product of mitiglinide calcium; step 7, refining of mitiglinide calcium.

Evaluation of a series of 2-napthamide derivatives as inhibitors of the drug efflux pump AcrB for the reversal of antimicrobial resistance

Drug efflux pumps confer multidrug resistance to dangerous pathogens which makes these pumps important drug targets. We have synthesised a novel series of compounds based on a 2-naphthamide pharmacore aimed at inhibiting the efflux pumps from Gram-negativ

A kind of improved mitiglinide industrial preparation method

The invention provides an improved mitiglinide calcium (I) preparation method, and is characterized in that the preparation method successively comprises the steps: step 1, preparation of 2-benzyl succinic acid; step 2, preparation of (S)-2-benzyl succinic acid; step 3, preparation of 2-(S)-benzyl-4-oxo-(cis-perhydroisoindole-2-yl)butyric acid; and step 4, preparation of mitiglinide calcium. The invention provides the mitiglinide calcium industrialized preparation method having the advantages of being economical and practical, simple to operate, short in reaction period and high in yield.

Triflic Acid Mediated Cyclization of Unsymmetrical N -Phenethyl- and N -(3-Indolylethyl)succinimides: Regio- and Diastereoselective Synthesis of Substituted Pyrroloisoquinolinones and Indolizino-indolones

The regio and diastereoselective synthesis of 1 or 2 alkyl-substituted pyrroloisoquinolinones and indolizinoindolones by triflic acid mediated cyclization via an electrophilic activation of unsymmetrical succinimide carbonyl groups followed by the reducti

Disubstituted bicyclic derivative and application thereof as efflux pump inhibitor to anti-microbial

The invention discloses a disubstituted bicyclic derivative and application thereof as an efflux pump inhibitor to anti-microbial. It is proved by experiments that the disubstituted bicyclic derivative has a good inhibition function on multidrug-resistant bacteria carrying an AcrB efflux pump and can effectively recover or enhance antibacterial efficiency of existing antibiotics. The chemical structural formula of the disubstituted bicyclic derivative is as shown in a formula (I) (the formula can be seen in specification), and R1, R2, X, Y, Z and W are as defined in the specification.

Synthesis of 6-deoxymollugins and their inhibitory activities on tyrosinase

A series of 6-deoxymollugins were prepared five steps from benzaldehyde and its derivatives via phenylboronic acid-catalyzed chromenylation as a key step. Their inhibitory activities against tyrosinase from mushroom were evaluated to show that the parent,

Structural effect on the acid-catalyzed hydrolysis of methyl (E) 3-carboxy-4-aryl-3-butenoates and the isomeric hemiester (E) 3-methoxycarbonyl-4-aryl-3-butenoic acid

The acid-catalyzed hydrolysis of hemiester methyl (E) 3-carboxy-4-(1- naphthyl)-3-butenoate (1) at different pH values (1.2-5.8), temperatures (35-50 °C) in 50% (v/v) aqueous dioxane shows that, the specific rate of reaction first decreases by increasing the pH value where it reaches a minimum at pH 2.1, followed by a rapid increase up to pH 4.8 then slightly increases until pH 5.8. The enhancement of the specific rate of hydrolysis of hemiester (1) by increasing the dielectric constant (D) of the medium (30-70% v/v dioxane) indicates the high polarity and greater solvation of the transition state more than the reactants. Structural effect of hemiesters are studied by comparison between reactivity of hemiester (1) which contains 1-naphthyl moiety with hemiesters methyl (E) 3-carboxy-4- phenyl-3-butenoate (2), methyl(E) 3-carboxy-4-(2-naphthyl)-3-butenoate (3), and its isomeric hemiester (E) 3-methoxycarbonyl-4-(2-naphthyl)-3-butenoic acid (4), shows the order of reactivity as (2)> (1)> (3)> (4). The activation parameters (E #), (δH#), (δS#), (δG #), and Arrhenius frequency factor (A), supports the structural reactivity assigned.

A new efficient synthesis of GR24 and dimethyl A-ring analogues, germinating agents for seeds of the parasitic weeds Striga and Orobanche spp.

An efficient and high yielding preparation for the synthetic germination stimulant GR24 (5) and its A-ring dimethyl-substituted analogues 30-32 has been described. The first step involves a Stobbe condensation of benzaldehydes 9-11 with dimethyl succinate. Subsequent transposition of the ester and reduction of the double bond provides the building blocks 15-17 for an intramolecular Friedel-Crafts acylation. ABC-lactones 22-25 are prepared from γ-keto esters 18-21 by saponification, subsequent reduction with sodium borohydride followed by acid-catalyzed lactonization. Coupling of the lactones with the D-ring is accomplished by formylation and subsequent treatment with bromobutenolide 8 to give GR24 and its dimethyl analogues. Bioassays with Striga hermonthica seeds reveal that the dimethyl analogues are slightly less active than GR24 itself.

Catalytic asymmetric alkynylation and arylation of aldehydes by an H 8-binaphthyl-based amino alcohol ligand

A novel chiral H8-1,1'-binaphthyl-based amino alcohol ligand (1Ra,2S,3R)-2 has been synthesized and applied in the direct nucleophilic addition of organozincs (alkynylzinc and arylzinc prepared in situ) to aldehydes, yielding the corresponding optically active propargylic alcohols and diarylmethanols in high yields and good to excellent enantioselectivities. For the asymmetric arylation reaction, one catalyst (1Ra,2S,3R)-2 can afford both enantiomers of many pharmaceutically interesting diarylmethanols by a proper combination of various arylzinc reagents and aldehydes.