Total synthesis of entecavir

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dc.contributor.authorVelasco Turbau, Javier
dc.contributor.authorAriza Piquer, Xavier
dc.contributor.authorBadía, Laura
dc.contributor.authorBartra Sanmartí, Martí
dc.contributor.authorBerenguer, Ramon
dc.contributor.authorFarràs i Soler, Jaume
dc.contributor.authorGallardo, Joan
dc.contributor.authorGarcía Gómez, Jordi
dc.contributor.authorGasanz, Yolanda
dc.date.accessioned2013-12-09T08:47:09Z
dc.date.available2014-12-31T23:02:05Z
dc.date.issued2013
dc.date.updated2013-12-05T13:06:51Z
dc.description.abstractEntecavir (BMS-200475) was synthesized from 4-trimethylsilyl-3-butyn-2-one and acrolein. The key features of its preparation are: (i) a stereoselective boron-aldol reaction to afford the acyclic carbon skeleton of the methylenecylopentane moiety; (ii) its cyclization by a Cp2TiCl-catalyzed intramolecular radical addition of an epoxide to an alkyne; and (iii) the coupling with a purine derivative by a Mitsunobu reaction.
dc.format.extent35 p.
dc.format.mimetypeapplication/pdf
dc.identifier.idgrec626257
dc.identifier.issn0022-3263
dc.identifier.pmid23678976
dc.identifier.urihttps://hdl.handle.net/2445/48344
dc.language.isoeng
dc.publisherAmerican Chemical Society
dc.relation.isformatofVersió postprint del document publicat a: http://dx.doi.org/10.1021/jo400607v
dc.relation.ispartofJournal of Organic Chemistry, 2013, vol. 78, num. 11, p. 5482-5491
dc.relation.urihttp://dx.doi.org/10.1021/jo400607v
dc.rights(c) American Chemical Society , 2013
dc.rights.accessRightsinfo:eu-repo/semantics/openAccess
dc.sourceArticles publicats en revistes (Química Inorgànica i Orgànica)
dc.subject.classificationHepatitis B
dc.subject.classificationMedicaments antivírics
dc.subject.classificationReacció aldòlica
dc.subject.classificationÀcids nucleics
dc.subject.otherHepatitis B
dc.subject.otherAntiviral agents
dc.subject.otherAldol reaction
dc.subject.otherNucleic acids
dc.titleTotal synthesis of entecavireng
dc.typeinfo:eu-repo/semantics/article
dc.typeinfo:eu-repo/semantics/acceptedVersion

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