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dc.contributor.author
Simmons, Bryon  
dc.contributor.author
Liu, Zhuqing  
dc.contributor.author
Klapars, Artis  
dc.contributor.author
Bellomo Peraza, Ana Ines  
dc.contributor.author
Silverman, Steven M.  
dc.date.available
2018-07-04T15:24:13Z  
dc.date.issued
2017-05  
dc.identifier.citation
Simmons, Bryon; Liu, Zhuqing; Klapars, Artis; Bellomo Peraza, Ana Ines; Silverman, Steven M.; Mechanism-Based Solution to the ProTide Synthesis Problem: Selective Access to Sofosbuvir, Acelarin, and INX-08189; American Chemical Society; Organic Letters; 19; 9; 5-2017; 2218-2221  
dc.identifier.issn
1523-7060  
dc.identifier.uri
http://hdl.handle.net/11336/51170  
dc.description.abstract
A general and efficient method for the synthesis of pronucleotide (ProTide) 5'-phosphoramidate monoesters is reported. This method consists of a highly stereoselective 5'-phosphorylation mediated by dimethylaluminum chloride to afford the desired target ProTides in excellent yields without employing 3'-protection strategies. The application of this methodology to the synthesis of a number of pharmaceutically relevant compounds currently marketed or under investigation in clinical research is demonstrated.  
dc.format
application/pdf  
dc.language.iso
eng  
dc.publisher
American Chemical Society  
dc.rights
info:eu-repo/semantics/openAccess  
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/  
dc.subject
Nucleoside  
dc.subject
Phosphorylation  
dc.subject
Regioselective  
dc.subject.classification
Otras Ciencias Químicas  
dc.subject.classification
Ciencias Químicas  
dc.subject.classification
CIENCIAS NATURALES Y EXACTAS  
dc.title
Mechanism-Based Solution to the ProTide Synthesis Problem: Selective Access to Sofosbuvir, Acelarin, and INX-08189  
dc.type
info:eu-repo/semantics/article  
dc.type
info:ar-repo/semantics/artículo  
dc.type
info:eu-repo/semantics/publishedVersion  
dc.date.updated
2018-06-19T15:52:04Z  
dc.journal.volume
19  
dc.journal.number
9  
dc.journal.pagination
2218-2221  
dc.journal.pais
Estados Unidos  
dc.journal.ciudad
Washington DC  
dc.description.fil
Fil: Simmons, Bryon. Merck & Co.; Estados Unidos  
dc.description.fil
Fil: Liu, Zhuqing. Merck & Co.; Estados Unidos  
dc.description.fil
Fil: Klapars, Artis. Merck & Co.; Estados Unidos  
dc.description.fil
Fil: Bellomo Peraza, Ana Ines. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Parque Centenario. Centro de Investigaciones en Bionanociencias ; Argentina. Merck & Co.; Estados Unidos  
dc.description.fil
Fil: Silverman, Steven M.. Merck & Co.; Estados Unidos  
dc.journal.title
Organic Letters  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/acs.orglett.7b00469  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1021/acs.orglett.7b00469  

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