삭시톡신 합성을 위한 연구: 1,3-dihydro-2H-imidazol-2-one의 알데히드에 첨가반음

DC Field Value Language
dc.contributor.author 이지훈 -
dc.contributor.author 류민석 -
dc.contributor.author 이희승 -
dc.contributor.author 이연주 -
dc.contributor.author 이종석 -
dc.date.accessioned 2020-07-15T07:31:56Z -
dc.date.available 2020-07-15T07:31:56Z -
dc.date.created 2020-02-11 -
dc.date.issued 2019-08-27 -
dc.identifier.uri https://sciwatch.kiost.ac.kr/handle/2020.kiost/22417 -
dc.description.abstract Saxitoxin (STX, 1) is a highly toxic natural product, which is produced by several types of harmful dinoflagellates and accumulated in bivalves to intoxicate human being eventually. Due to the unique toxicity and the scarcity of analyticalSTX standard, development of a convenient synthetic pathway to this molecule has been an attractive project in the synthetic community. In this report, we disclose our efforts to synthesize the carbon framework of STX with a proper functionalization utilizing an addition reaction of imidazol-2-one 2 with an aldehyde. The imidazolone 2 was prepared from 1-bromo-5-chloropentan-2-one in 5 steps. Mannich-type addition of 2 with benzylamine and ethyl glyoxalate 3 was investigated under various acidic conditions to find optimal reaction conditions. In most cases, the reactivities of 2 as a nucleophile were insufficient to produce the desired product in satisfactory levels of yields. However, the reaction conditionsutilizing PTSA as a catalyst proceeded with a useful level of yield. -
dc.description.uri 1 -
dc.language English -
dc.publisher American Chemical Society -
dc.relation.isPartOf American Chemical Society 2019 Fall National Meeting -
dc.title 삭시톡신 합성을 위한 연구: 1,3-dihydro-2H-imidazol-2-one의 알데히드에 첨가반음 -
dc.title.alternative Studies directed toward the total synthesis of saxitoxin: Addition of 1,3-dihydro-2H-imidazol-2-one to aldehydes -
dc.type Conference -
dc.citation.conferencePlace US -
dc.citation.endPage 1 -
dc.citation.startPage 1 -
dc.citation.title American Chemical Society 2019 Fall National Meeting -
dc.identifier.bibliographicCitation American Chemical Society 2019 Fall National Meeting, pp.1 -
dc.description.journalClass 1 -
Appears in Collections:
Marine Resources Research Division > Marine Biotechnology Research Center > 2. Conference Papers
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