38561-68-1

Usage

Uses

Used in Food and Beverage Industry:
4-Octenedioic acid is used as a preservative for its ability to inhibit the growth of mold, yeast, and fungi. It is added to products such as cheese, wine, and baked goods to extend their shelf life and prevent spoilage, ensuring the freshness and safety of these consumables for a longer period.
Used in Cosmetic and Personal Care Industry:
In the cosmetic and personal care sector, 4-Octenedioic acid is utilized for its antimicrobial properties. It helps to maintain the quality and safety of products by preventing the growth of harmful microorganisms, thereby protecting consumers from potential infections and ensuring the efficacy and longevity of these products.
Despite its widespread application, 4-Octenedioic acid is generally considered safe for consumption and topical application when used within the prescribed limits, making it a reliable choice for preserving the quality of various products across different industries.

InChI:InChI=1/C8H12O4/c9-7(10)5-3-1-2-4-6-8(11)12/h1-2H,3-6H2,(H,9,10)(H,11,12)/b2-1-

Upstream product

• 4157-62-4 (E)-oct-4-ene-1,8-dinitrile 
• 54911-87-4 2-(4-Vinyloxy-hex-5-enyloxy)-tetrahydro-pyran 
• 53432-90-9 (E)-di-tert-butyl-4-octene-1,8-dioate 
• 6178-52-5 4-(phenylsulfonyl)butanoic acid 
• 71655-17-9 (E)-3-hexen-1,6-diol 
• 57042-08-7 Diethyl trans-hex-3-enedioate 
• 591-80-0 pent-4-enoic acid 
• 113882-48-7 pent-4-enoic acid benzyl ester 
• 63521-92-6 4-pentenoic anhydride 
• 51097-60-0 (Z)-oct-4-enedial 
• 56506-08-2 (Z)-oct-4-ene-1,8-diol 
• 117468-07-2 rel-(1S,2S,5Z)-cyclooct-5-en-1,2-diol 
• 5259-72-3 cyclo-octa-1,5-diene 
• 19740-90-0 (Z)-9-oxabicyclo[6.1.0]non-4-ene 

Relevant academic research and scientific papers

The effect of vicinal difluorination on the conformation and potency of histone deacetylase inhibitors

Histone deacetylase enzymes (HDACs) are potential targets for the treatment of cancer and other diseases, but it is challenging to design isoform selective agents. In this work, we created new analogs of two established but non selective HDAC inhibitors. We decorated the central linker chains of the molecules with specifically positioned fluorine atoms in order to control the molecular conformations. The fluorinated analogs were screened against a panel of 11 HDAC isoforms, and minor differences in isoform selectivity patterns were observed.

Preparation method of (E)-octyl-4-alkene-1,8-diacid

The invention belongs to the chemical synthesis field, and specifically relates to a preparation method of (E)-oct-4-ene-1,8-diacid. The preparation method comprises the following steps: taking bromoacetonitrile as a starting raw material, reacting with a metal element to obtain a metal composite of bromoacetonitrile, and preparing (E)-oct-4-ene-1,8-dinitrile from the metal composite and 1,4-dibromo-2-butene; and hydrolysing (E)-oct-4-ene-1,8-dinitrile to obtain (E)-oct-4-ene-1,8-diacid. According to the method disclosed by the invention, the starting material is cheap and easily available, and a product with purity of 99% or higher can be obtained by simple post-treatment steps such as liquid-separation extraction and concentration after first-step reaction, and simple extraction after hydrolysing cyano alkali into carboxylic acid or hydrolysing cyan acid into ester in the second step. The process reaction and post-treatment operation are simple, and the obtained product is high in quality, so that using requirements can be met without further purification. The preparation method adopts an environment-friendly process, is economical and practical, and is very suitable for industrial production.

IMPROVED OLEFIN METATHESIS CATALYSTS

The present invention refers to novel ruthenium-based catalysts for olefin metathesis reactions, particularly to fast initiating catalysts having stereoselective properties. In olefin metathesis reactions, the disclosed catalysts provide a high catalytic activity combined with the capability to generate higher yields of the olefin metathesis product.

Pyridine-Stabilized Fast-Initiating Ruthenium Monothiolate Catalysts for Z-Selective Olefin Metathesis

Pyridine as a stabilizing donor ligand drastically improves the performance of ruthenium monothiolate catalysts for olefin metathesis in comparison with previous versions based on a stabilizing benzylidene ether ligand. The new pyridine-stabilized ruthenium alkylidenes undergo fast initiation and reach appreciable yields combined with moderate to high Z selectivity in self-metathesis of terminal olefins after only a few minutes at room temperature. Moreover, they can be used with a variety of substrates, including acids, and promote self-metathesis of ω-alkenoic acids. The pyridine-stabilized ruthenium monothiolate catalysts are also efficient at the high substrate dilutions of macrocylic ring-closing metathesis and resist temperatures above 100 °C during catalysis.

The synthesis of 12-membered macrocycles containing a C1-C8 alkene unit via ring-closing metathesis

Model cross and ring-closing metathesis strategies toward the C1-C8-linear carbon skeleton are presented. The introduction of a four-atom tether enables the formation of 12-membered rings in good-to-excellent yields and stereoselectivity. Furthermore, the study revealed that the cross-metathesis approach and the formation of medium ring sizes via ring-closing metathesis are much less favorable.

Enantioselective haloetherification by asymmetric opening of meso -halonium ions

A new approach to enantioselective haloetherification reactions via desymmetrization of in situ-generated meso-halonium ions is described. The combination of N-haloamides as a halogen source and sodium salts of chiral phosphoric acids as catalysts can be used for the cyclization of symmetrical ene-diol substrates, yielding the haloetherification products under practical conditions in enantioenriched form.(Figure Presented)

Targeting the heat shock protein 90 dimer with dimeric inhibitors

The design, synthesis, and biological evaluation of conformationally constrained coumermycin A1 analogues are reported. Compounds were evaluated against both breast cancer (SKBr3 and MCF7) and prostate cancer (PC3 mm2, A549, and HT29) cell lines. Non-noviosylated coumermycin A1 analogues that manifest potent antiproliferative activity resulting from Hsp90 inhibition are provided, wherein replacement of the stereochemically complex noviose sugar with readily available piperidine rings resulted in ü100 fold increase in antiproliferative activities as compared to coumermycin A1, producing small molecule Hsp90 inhibitors that exhibit nanomolar activities.

Monotelechelic poly(oxa)norbornenes by ring-opening metathesis polymerization using direct end-capping and cross-metathesis

Two different methodologies for the synthesis of monotelechelic poly(oxa)norbornenes prepared by living ring-opening metathesis polymerization (ROMP) are presented. The first method, termed direct end-capping, is carried out by adding an internal ciss-olefin terminating agent (TA) to the reaction mixture immediately after the completion of the living ROMP reaction. The second method relies on crossmetathesis (CM) between a methylene-terminated poly(oxa)norbornene and a cis-olefin TA mediated by the ruthenium olefin metathesis catalyst (H2IMeS)(Cl)2Ru(CH-o-OiPrC 6H4) (H2IMeS = 1,3-dimesitylimidazolidine-2- ylidene). TAs containing various functional groups, including alcohols, acetates, bromides, a-bromoesters, thioacetates, N-hydroxysuccinimidyl esters, and Boc-amines, as well as fluorescein and biotin groups, were synthesized and tested. The direct end-capping method typically resulted in > 90% endfunctionalization efficiency, while the CM method was nearly as effective for TAs without polar functional groups or significant steric bulk. End-functionalization efficiency values were determined by 1H NMR spectroscopy.

Synthesis and evaluation of coumermycin A1 analogues that inhibit the Hsp90 protein folding machinery

(Chemical Equation Presented) The coumarin antibiotics are not only potent inhibitors of DNA gyrase but also represent the most effective C-terminal inhibitors of 90 kDa heat shock proteins (Hsp90) reported thus far. In contrast to the N-terminal ATP-binding site, little is known about the Hsp90 C-terminus. In addition, very limited structure-activity relationships exist between this class of natural products and Hsp90. In this letter, the syntheses of dimeric coumarin analogues are presented along with their inhibitory values in breast cancer cell lines.

Formation of symmetrical alkenes by homocoupling of metallated sulfones under nickel catalysis

Summary -Allylic sulfones undergo a coupling reaction with organometallic compounds (Mg or Li) not only with copper catalysts but also with iron or nickel salts. With 7,7-disubstituted allylic sulfones and also saturated aliphatic sulfones, however, another reaction was observed whereby two molecules of the starting sulfone are coupled to give symmetrical alkenes. The scope of this reaction was investigated. Elsevier.