Synthesis and asymmetric resolution of substituted 2-aminoindane and 2-aminotetralin derivatives

dc.contributor.authorAkincioglu, Akin
dc.contributor.authorAkbaba, Yusuf
dc.contributor.authorKose, Leyla Polat
dc.contributor.authorAkyuz, Leyla Demirkol
dc.contributor.authorGoksu, Sueleyman
dc.date.accessioned2024-03-13T10:35:10Z
dc.date.available2024-03-13T10:35:10Z
dc.date.issued2023
dc.departmentİstanbul Beykent Üniversitesien_US
dc.description.abstractWe performed the racemic synthesis and asymmetric resolution of one 2-aminoindane and three 2-aminotertalins due to their crucial biological roles in the central nervous system (CNS). For this reason, desired (+/-)-2-aminoindane and (+/-)-2-aminotetralin derivatives were synthesized starting from appropriate reagents. While highly enantio pure (+)-39, (+)-40, and ( inverted exclamation )-40 were obtained from the reaction of racemic amines with (R)-O-acetylmandeloyl chloride followed by crystallization, hydrolysis with KOH and acidification with HCl, (S)-42 and (-)-43 were synthesized via the reaction of racemic amines with (S)-mandelic acid and hydrolysis.(c) 2023 Elsevier Ltd. All rights reserved.en_US
dc.description.sponsorshipScientific and Technological Research Council of Turkey (TUBITAK) [TBAG-109T241]; Atat?rk Universityen_US
dc.description.sponsorshipAcknowledgments We are greatly indebted to the Scientific and Technological Research Council of Turkey (TUBITAK, Grant no. TBAG-109T241) and Atat?rk University for their financial supports of this work. Wealso would like to thank Prof. Dr. Hasan Se?en for his helpful discussion.en_US
dc.identifier.doi10.1016/j.tet.2023.133277
dc.identifier.issn0040-4020
dc.identifier.issn1464-5416
dc.identifier.scopus2-s2.0-85147304838en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.urihttps://doi.org/10.1016/j.tet.2023.133277
dc.identifier.urihttps://hdl.handle.net/20.500.12662/4282
dc.identifier.volume133en_US
dc.identifier.wosWOS:000944002300001en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherPergamon-Elsevier Science Ltden_US
dc.relation.ispartofTetrahedronen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectDopaminergic compoundsen_US
dc.subject2-Aminotetralinen_US
dc.subject2-Aminoindaneen_US
dc.subjectAsymmetric resolutionen_US
dc.subjectMandelic aciden_US
dc.subjectO-acetylmandeloyl chlorideen_US
dc.titleSynthesis and asymmetric resolution of substituted 2-aminoindane and 2-aminotetralin derivativesen_US
dc.typeArticleen_US

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