Synthesis and asymmetric resolution of substituted 2-aminoindane and 2-aminotetralin derivatives
dc.contributor.author | Akincioglu, Akin | |
dc.contributor.author | Akbaba, Yusuf | |
dc.contributor.author | Kose, Leyla Polat | |
dc.contributor.author | Akyuz, Leyla Demirkol | |
dc.contributor.author | Goksu, Sueleyman | |
dc.date.accessioned | 2024-03-13T10:35:10Z | |
dc.date.available | 2024-03-13T10:35:10Z | |
dc.date.issued | 2023 | |
dc.department | İstanbul Beykent Üniversitesi | en_US |
dc.description.abstract | We 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.sponsorship | Scientific and Technological Research Council of Turkey (TUBITAK) [TBAG-109T241]; Atat?rk University | en_US |
dc.description.sponsorship | Acknowledgments 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.doi | 10.1016/j.tet.2023.133277 | |
dc.identifier.issn | 0040-4020 | |
dc.identifier.issn | 1464-5416 | |
dc.identifier.scopus | 2-s2.0-85147304838 | en_US |
dc.identifier.scopusquality | Q3 | en_US |
dc.identifier.uri | https://doi.org/10.1016/j.tet.2023.133277 | |
dc.identifier.uri | https://hdl.handle.net/20.500.12662/4282 | |
dc.identifier.volume | 133 | en_US |
dc.identifier.wos | WOS:000944002300001 | en_US |
dc.identifier.wosquality | Q2 | en_US |
dc.indekslendigikaynak | Web of Science | en_US |
dc.indekslendigikaynak | Scopus | en_US |
dc.language.iso | en | en_US |
dc.publisher | Pergamon-Elsevier Science Ltd | en_US |
dc.relation.ispartof | Tetrahedron | en_US |
dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | en_US |
dc.rights | info:eu-repo/semantics/closedAccess | en_US |
dc.subject | Dopaminergic compounds | en_US |
dc.subject | 2-Aminotetralin | en_US |
dc.subject | 2-Aminoindane | en_US |
dc.subject | Asymmetric resolution | en_US |
dc.subject | Mandelic acid | en_US |
dc.subject | O-acetylmandeloyl chloride | en_US |
dc.title | Synthesis and asymmetric resolution of substituted 2-aminoindane and 2-aminotetralin derivatives | en_US |
dc.type | Article | en_US |