Artículo

Mechanism-Based Solution to the ProTide Synthesis Problem: Selective Access to Sofosbuvir, Acelarin, and INX-08189

Simmons, Bryon; Liu, Zhuqing; Klapars, Artis; Bellomo Peraza, Ana InesIcon ; Silverman, Steven M.
Fecha de publicación: 05/2017
Editorial: American Chemical Society
Revista: Organic Letters
ISSN: 1523-7060
Idioma: Inglés
Tipo de recurso: Artículo publicado
Clasificación temática:

Resumen

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.
Palabras clave: Nucleoside , Phosphorylation , Regioselective
 
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info:eu-repo/semantics/openAccess Excepto donde se diga explícitamente, este item se publica bajo la siguiente descripción: Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Unported (CC BY-NC-SA 2.5)
Identificadores
URI: http://hdl.handle.net/11336/51170
URL: http://pubs.acs.org/doi/abs/10.1021/acs.orglett.7b00469
DOI: http://dx.doi.org/10.1021/acs.orglett.7b00469
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Articulos(CIBION)
Articulos de CENTRO DE INVESTIGACIONES EN BIONANOCIENCIAS "ELIZABETH JARES ERIJMAN"
Citación
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
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