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Part I. Studies directed towards the asymmetric synthesis of amipurimycin. Part II. The development of novel peptide-based nucleic acid surrogates

Posted on:1995-01-29Degree:Ph.DType:Thesis
University:Case Western Reserve UniversityCandidate:Yoo, Ji UkFull Text:PDF
GTID:2474390014991881Subject:Organic Chemistry
Abstract/Summary:
Part I. Studies directed towards the asymmetric synthesis of amipurimycin. A stereocontrolled approach to the antifungal antibiotic, amipurimycin, is described. Stereodivergent synthesis of erythro- and threo-6-amino-6-deoxyheptoulose derivatives via an optically active oxazolidine aldehyde has been optimized. Also, the stereo- and regiocontrolled synthesis of pyranosyl 2-aminopurine nucleosides is described. Coupling of bissilylated ;Various nucleosidation protocols were applied to the carbohydrate portion of amipurimycin, but the resulting nucleosides did not correlate with an authentic sample.;Part II. The development of novel peptide-based nucleic and surrogates. Peptide-based nucleic acid surrogates incorporating Ser(CH...
Keywords/Search Tags:Peptide-based nucleic, Part, Synthesis, Amipurimycin
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