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Volumn 11, Issue 9, 2009, Pages 1971-1974

Total synthesis of spiruchostatin A via chemoselective macrocyclization using an accessible enantiomerically pure latent thioester

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPEPTIDE; HISTONE DEACETYLASE; SPIRUCHOSTATIN A;

EID: 65549147694     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol900436f     Document Type: Article
Times cited : (34)

References (38)
  • 34
    • 66149140101 scopus 로고    scopus 로고
    • Although alkyl /3-mercaptoalcohol linkers with all of the appropriate functionality can be designed without a stereocenter, these would generally require a tertiary thiol or alcohol, which would confer unwanted reactivity or steric hindrance. Disulfide-protected aryl /3-mercaptoalcohols (o-mer- captophenols) are not suitable as Fmoc solid-phase linkers because their esters are cleaved by the secondary amines used for Fmoc deprotection
    • Although alkyl /3-mercaptoalcohol linkers with all of the appropriate functionality can be designed without a stereocenter, these would generally require a tertiary thiol or alcohol, which would confer unwanted reactivity or steric hindrance. Disulfide-protected aryl /3-mercaptoalcohols (o-mer- captophenols) are not suitable as Fmoc solid-phase linkers because their esters are cleaved by the secondary amines used for Fmoc deprotection.
  • 38
    • 66149148602 scopus 로고    scopus 로고
    • During TLC, the color change and rate of oxidation (little heat required) with ceric ammonium molybdate stain were consistent with the presence of free thiol, and ninhydrin stain indicated a free amine
    • During TLC, the color change and rate of oxidation (little heat required) with ceric ammonium molybdate stain were consistent with the presence of free thiol, and ninhydrin stain indicated a free amine.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.