Efficient solid-phase synthesis of 2,4-disubstituted 5-carbamoyl-thiazole derivatives using a traceless support
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Kim, Daehun | - |
dc.contributor.author | Baek, Dong Jae | - |
dc.contributor.author | Lee, Doohyun | - |
dc.contributor.author | Liu, Kwang-Hyeon | - |
dc.contributor.author | Bae, Jong-Sup | - |
dc.contributor.author | Gong, Young-Dae | - |
dc.contributor.author | Min, Kyung Hoon | - |
dc.contributor.author | Lee, Taeho | - |
dc.date.available | 2019-03-08T17:37:36Z | - |
dc.date.issued | 2015-05 | - |
dc.identifier.issn | 0040-4020 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/9550 | - |
dc.description.abstract | An efficient protocol for the solid-phase synthesis of 2,4-disubstituted 5-carbamoyl-thiazole derivatives has been developed. After the reaction scopes were investigated in solution-phase, the polymer-supported synthesis route was progressed using a sulfide linker in a traceless manner. The solid-phase synthetic protocol started with the Thorpe-Ziegler type cyclization of 2-chloroacetamide and polymer-bound cyanocarboimidodithioate, which is derived from Merrifield resin. The resulting 5-carbamoyl-thiazole was introduced to one substitution by N-acylation. After the oxidation of sulfides to sulfones for subsequent cleavage, nucleophilic desulfonative substitution with amines and thiols gave the target 2,4-disubstituted 5-carbamoyl-thiazole derivatives in good purities and overall yields. (C) 2015 Elsevier Ltd. All rights reserved. | - |
dc.format.extent | 11 | - |
dc.language | 영어 | - |
dc.language.iso | ENG | - |
dc.publisher | PERGAMON-ELSEVIER SCIENCE LTD | - |
dc.title | Efficient solid-phase synthesis of 2,4-disubstituted 5-carbamoyl-thiazole derivatives using a traceless support | - |
dc.type | Article | - |
dc.identifier.doi | 10.1016/j.tet.2015.03.104 | - |
dc.identifier.bibliographicCitation | TETRAHEDRON, v.71, no.21, pp 3367 - 3377 | - |
dc.description.isOpenAccess | N | - |
dc.identifier.wosid | 000355031000024 | - |
dc.identifier.scopusid | 2-s2.0-84937759007 | - |
dc.citation.endPage | 3377 | - |
dc.citation.number | 21 | - |
dc.citation.startPage | 3367 | - |
dc.citation.title | TETRAHEDRON | - |
dc.citation.volume | 71 | - |
dc.type.docType | Article | - |
dc.publisher.location | 영국 | - |
dc.subject.keywordAuthor | 5-Carbamoyl-thiazole | - |
dc.subject.keywordAuthor | Solid-phase synthesis | - |
dc.subject.keywordAuthor | Combinatorial chemistry | - |
dc.subject.keywordAuthor | Traceless support | - |
dc.subject.keywordAuthor | Heterocycles | - |
dc.subject.keywordPlus | ONE-POT SYNTHESIS | - |
dc.subject.keywordPlus | 2,4,5-TRISUBSTITUTED THIAZOLES | - |
dc.subject.keywordPlus | INHIBITORS | - |
dc.subject.keywordPlus | INTERMEDIATE | - |
dc.subject.keywordPlus | ANTAGONISTS | - |
dc.subject.keywordPlus | DISCOVERY | - |
dc.subject.keywordPlus | LINKER | - |
dc.subject.keywordPlus | AGENTS | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.description.journalRegisteredClass | sci | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
Items in ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.
84, Heukseok-ro, Dongjak-gu, Seoul, Republic of Korea (06974)02-820-6194
COPYRIGHT 2019 Chung-Ang University All Rights Reserved.
Certain data included herein are derived from the © Web of Science of Clarivate Analytics. All rights reserved.
You may not copy or re-distribute this material in whole or in part without the prior written consent of Clarivate Analytics.