Synthesis of (-) - Indolactam V for the Total Synthesis of Cytoblastin

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dc.contributorMay, Jeremy
dc.contributor.authorDel Rio, Ricardo
dc.date.accessioned2022-09-22T20:54:33Z
dc.date.available2022-09-22T20:54:33Z
dc.date.issued2022-04-14
dc.description.abstractCytoblastin is a rare drug used as an effective treatment for Aids-HIV cancer, non-Hodgkin’s lymphoma, lung cancer, melanoma, testicular cancer, and vulva cancer. Although cytoblastin is a useful drug, current methods of synthesizing cytoblastin are low yielding and not enantioselective. In this research project, (-)-indolactam V, a precursor of cytoblastin, is attempted to be synthesized, so it can be used in subsequent reactions to synthesize cytoblastin. Initially, the first route to synthesize (-)-indolactam V was via a Cu catalyzed arylation of the 4 position in 4-bromoindole, followed by peptide coupling of amino acids, and finally a ring closure. However, due to a failure in the Cu catalyzed arylation reaction and its discovered complications the route was abandoned in favor of a second route. Currently, the second route involving a conjugate addition in the 3 position in 4-bromoindole, followed by peptide coupling of amino acids, and finally a ring closure via Buchwald-Hartwig coupling is found to be more successful. In the second route, 2 molecules in the synthesis have been successfully synthesize. Future work in this project will be to push the synthesis as far as possible and successfully create the xPhos catalyst for the ring closure step.
dc.description.departmentChemistry, Department of
dc.description.departmentHonors College
dc.identifier.urihttps://hdl.handle.net/10657/11682
dc.language.isoen_US
dc.relation.ispartofSummer Undergraduate Research Fellowship
dc.rightsThe author of this work is the copyright owner. UH Libraries and the Texas Digital Library have their permission to store and provide access to this work. Further transmission, reproduction, or presentation of this work is prohibited except with permission of the author(s).
dc.titleSynthesis of (-) - Indolactam V for the Total Synthesis of Cytoblastin
dc.typePoster

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