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dc.contributor.authorRotas, G.en
dc.contributor.authorKimbaris, A.en
dc.contributor.authorVarvounis, G.en
dc.date.accessioned2015-11-24T16:49:13Z-
dc.date.available2015-11-24T16:49:13Z-
dc.identifier.issn0040-4020-
dc.identifier.urihttps://olympias.lib.uoi.gr/jspui/handle/123456789/9450-
dc.rightsDefault Licence-
dc.subjectpyrroleen
dc.subjectreductionen
dc.subjectdesulfurisationen
dc.subjectcyclisationen
dc.subjectpyrrolobenzodiazepineen
dc.subjectv-2 receptor antagonisten
dc.subjectvasopressin v-2en
dc.subjectpyrrolobenzodiazepinesen
dc.subjectanthramycinen
dc.subjectopc-41061en
dc.subjecttolvaptanen
dc.subjectefficienten
dc.subjectpotenten
dc.subjectagentsen
dc.titleSynthesis of a novel pyrrolo[1,2-c][1.3]benzodiazepine analogue of VPA-985en
heal.typejournalArticle-
heal.type.enJournal articleen
heal.type.elΆρθρο Περιοδικούel
heal.identifier.primaryDOI 10.1016/j.tet.2011.07.083-
heal.identifier.secondary<Go to ISI>://000295393700020-
heal.identifier.secondaryhttp://ac.els-cdn.com/S0040402011011471/1-s2.0-S0040402011011471-main.pdf?_tid=f0e2d540-34ac-11e3-b383-00000aab0f26&acdnat=1381740493_a71e7811d95acedd41f31cc78a161ae4-
heal.languageen-
heal.accesscampus-
heal.recordProviderΠανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείαςel
heal.publicationDate2011-
heal.abstractThe seven-step synthesis of a novel structural isomer of VPA-985, N-[3-chloro-4-(5H-pyrrolo[1,2-c][1.3] benzodiazepin-6(11H)-ylcarbonyl)phenyl]-5-fluoro-2-methylbenzamide, is described. (2-Aminophenyl)(1H-pyrrol-2-yl)methanone was converted with thiophosgene into (2-isothiocyanatophenyl)(1H-pyrrol-2-yl) methanone which was cyclised in the presence of base to 5-thioxo-5,6-dihydro-11H-pyrrolo[1,2-c][1.3]benzodiazepin-11-one. The latter underwent desulfurisation with Raney nickel followed by reduction with lithium aluminium hydride in the presence of aluminium trichloride and the resulting 6,11-dihydro-5H-pyrrolo[1,2-c][13]-benzodiazepine acylated with 2-chloro-4-nitrobenzoyl chloride to afford 6-(2-chloro-4-nitrobenzoyl)-6,11-dihydro-5H-pyrrolo[1,2-c][1.3]benzodiazepine. The nitro group in the latter compound was reduced with zinc and ammonium chloride to give the corresponding aniline derivative which was then acylated with 2-methyl-5-fluorobenzoyl chloride to provide the final product. (C) 2011 Elsevier Ltd. All rights reserved.en
heal.publisherElsevieren
heal.journalNameTetrahedronen
heal.journalTypepeer reviewed-
heal.fullTextAvailabilityTRUE-
Appears in Collections:Άρθρα σε επιστημονικά περιοδικά ( Ανοικτά). ΧΗΜ

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