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Method for the conversion of cephalomannine to taxol and for the preparation of n-acyl analogs of taxol

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dc.contributor.assigneeVirginia Polytechnic Institute and State Universityen
dc.contributor.departmentChemistryen
dc.contributor.departmentCenter for Drug Discoveryen
dc.contributor.inventorKingston, David G. I.en
dc.contributor.inventorMolinero, Anthony A.en
dc.contributor.inventorGunatilaka, A. Leslieen
dc.date.accessed2016-08-19en
dc.date.accessioned2016-08-24T17:53:43Zen
dc.date.available2016-08-24T17:53:43Zen
dc.date.filed1994-03-09en
dc.date.issued1995-11-28en
dc.description.abstractThe natural product cephalomannine can be converted to the important anticancer natural product taxol by a simple process involving the steps of dihydroxylation to give cephalomannine-diols, diol cleavage, benzoylation at the 2'-position and reaction with a 1,2-diamine. The same process when applied to mixtures of taxol and cephalomannine makes it possible to separate taxol from cephalomannine-diols by simple flash-chromatography after the dihydroxylation step. If the benzoylation step is avoided in the above sequence of conversions, the process leads to the free amine (N-debenzoyltaxol). In addition, the selection of an acylating reagent other than that with the benzoyl group for acylation of the free amine (N-debenzoyltaxol), allows the preparation of taxol analogs with other N-acyl substituents.en
dc.format.mimetypeapplication/pdfen
dc.identifier.applicationnumber8208361en
dc.identifier.patentnumber5470866en
dc.identifier.urihttp://hdl.handle.net/10919/72301en
dc.identifier.urlhttp://pimg-fpiw.uspto.gov/fdd/66/708/054/0.pdfen
dc.language.isoen_USen
dc.publisherUnited States Patent and Trademark Officeen
dc.rightsIn Copyrighten
dc.rights.urihttp://rightsstatements.org/vocab/InC/1.0/en
dc.subject.cpcC07D305/14en
dc.subject.uspc514/376en
dc.subject.uspcother514/449en
dc.subject.uspcother548/226en
dc.subject.uspcother549/510en
dc.subject.uspcother549/511en
dc.titleMethod for the conversion of cephalomannine to taxol and for the preparation of n-acyl analogs of taxolen
dc.typePatenten
dc.type.dcmitypeTexten
dc.type.patenttypeutilityen

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