Use of pyridinium ionic liquids as catalysts for the synthesis of 3,5-bis(dodecyloxycarbonyl)-1,4-dihydropyridine derivative

dc.contributor.authorPajuste, Karlis
dc.contributor.authorPlotniece, Aiva
dc.contributor.authorKore, Kintija
dc.contributor.authorIntenberga, Liva
dc.contributor.authorCekavicus, Brigita
dc.contributor.authorKaldre, Dainis
dc.contributor.authorDuburs, Gunars
dc.contributor.authorSobolev, Arkadij
dc.date.accessioned2021-12-07T09:45:01Z
dc.date.available2021-12-07T09:45:01Z
dc.date.issued2011
dc.description.abstractThe synthesis of cationic amphiphilic 1,4-dihydropyridine derivative, potential gene delivery agent is achieved via an efficient multi-step sequence. The key step of this approach is a two-component Hantzsch type cyclisation of 3-oxo-2-[1-phenylmethylidene]-butyric acid dodecyl ester and 3-amino-but-2-enoic acid dodecyl ester utilising bis(2-hydroxyethyl)ether as a solvent and 1-butyl-4-methylpyridinium chloride as a catalyst. The 1,4-dihydropyridine derivative with long alkyl ester chains at positions 3 and 5 of the 1,4-DHP ring - 3,5-bis(dodecyloxycarbonyl)-2,6-dimethyl-4-phenyl-1,4-dihydropyridine was obtained in substantially higher yield with respect to classical Hantzsch synthesis. Bromination of this compound followed by nucleophilic substitution of bromine with pyridine gave the desired cationic amphiphilic 1,4-dihydropyridine.en
dc.description.statusPeer reviewed
dc.format.extent6
dc.format.extent394828
dc.identifier.citationPajuste, K, Plotniece, A, Kore, K, Intenberga, L, Cekavicus, B, Kaldre, D, Duburs, G & Sobolev, A 2011, 'Use of pyridinium ionic liquids as catalysts for the synthesis of 3,5-bis(dodecyloxycarbonyl)-1,4-dihydropyridine derivative', Central European Journal of Chemistry, vol. 9, no. 1, pp. 143-148. https://doi.org/10.2478/s11532-010-0132-x
dc.identifier.doi10.2478/s11532-010-0132-x
dc.identifier.issn1895-1066
dc.identifier.urihttps://dspace.rsu.lv/jspui/handle/123456789/6978
dc.identifier.urlhttp://www.scopus.com/inward/record.url?scp=79952671192&partnerID=8YFLogxK
dc.language.isoeng
dc.relation.ispartofCentral European Journal of Chemistry
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subject1,4-Dihydropyridine
dc.subject1-Butyl-4-methylpyridinium chloride
dc.subjectCatalysis
dc.subjectHantzsch synthesis
dc.subjectIonic liquid
dc.subject1.4 Chemical sciences
dc.subject1.1. Scientific article indexed in Web of Science and/or Scopus database
dc.subjectGeneral Chemistry
dc.subjectMaterials Chemistry
dc.titleUse of pyridinium ionic liquids as catalysts for the synthesis of 3,5-bis(dodecyloxycarbonyl)-1,4-dihydropyridine derivativeen
dc.type/dk/atira/pure/researchoutput/researchoutputtypes/contributiontojournal/article

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