Asymmetric synthesis of H-1 receptor antagonist (R,R)-clemastine
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Lee, Sun Young | - |
dc.contributor.author | Jung, Jung Wha | - |
dc.contributor.author | Kim, Tae-Hyun | - |
dc.contributor.author | Kim, Hee-Doo | - |
dc.date.available | 2021-02-22T11:32:13Z | - |
dc.date.issued | 2015-12 | - |
dc.identifier.issn | 0253-6269 | - |
dc.identifier.issn | 1976-3786 | - |
dc.identifier.uri | https://scholarworks.sookmyung.ac.kr/handle/2020.sw.sookmyung/10166 | - |
dc.description.abstract | The first asymmetric synthesis of (R,R)-clemastine (1) has been accomplished by the coupling of (R)-tertiary alcohol 2 and (R)-chloroethylpyrrolidine 3 via O-alkylation. (R)-Tertiary alcohol 2 was synthesized by stereoselective alkylation of chiral alpha-benzyloxy ketone with Grignard reagent via chelation-controlled 1,4-asymmetric induction. In the reaction, chiral benzyl group acts as a chiral auxiliary as well as a protecting group. (R)-Chloroethylpyrrolidine 3 was prepared by asymmetric transformation starting with l-homoserine lactone, in which racemization-minimized N-allylation and ring-closing metathesis were involved as key steps. | - |
dc.format.extent | 6 | - |
dc.language | 영어 | - |
dc.language.iso | ENG | - |
dc.publisher | PHARMACEUTICAL SOC KOREA | - |
dc.title | Asymmetric synthesis of H-1 receptor antagonist (R,R)-clemastine | - |
dc.type | Article | - |
dc.publisher.location | 대한민국 | - |
dc.identifier.doi | 10.1007/s12272-015-0641-4 | - |
dc.identifier.scopusid | 2-s2.0-84948718672 | - |
dc.identifier.wosid | 000365761300005 | - |
dc.identifier.bibliographicCitation | ARCHIVES OF PHARMACAL RESEARCH, v.38, no.12, pp 2131 - 2136 | - |
dc.citation.title | ARCHIVES OF PHARMACAL RESEARCH | - |
dc.citation.volume | 38 | - |
dc.citation.number | 12 | - |
dc.citation.startPage | 2131 | - |
dc.citation.endPage | 2136 | - |
dc.type.docType | Article | - |
dc.identifier.kciid | ART002056579 | - |
dc.description.isOpenAccess | N | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.description.journalRegisteredClass | kci | - |
dc.relation.journalResearchArea | Pharmacology & Pharmacy | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Medicinal | - |
dc.relation.journalWebOfScienceCategory | Pharmacology & Pharmacy | - |
dc.subject.keywordPlus | INTERMEDIATE | - |
dc.subject.keywordAuthor | (R,R)-Clemastine | - |
dc.subject.keywordAuthor | H-1 receptor antagonist | - |
dc.subject.keywordAuthor | Asymmetric synthesis | - |
dc.subject.keywordAuthor | Asymmetric transformation | - |
dc.identifier.url | https://link.springer.com/article/10.1007%2Fs12272-015-0641-4 | - |
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