A simple synthetic route for novel L- (as well as D-) six-membered nucleosides is described. Particularly, we have provided a general approach to the synthesis of azasugar-based nucleosides, which preparation has been easily achieved starting from the coupling of our three carbon homologating agent 1 with the well known Garner aldehyde 4. Further suitable and stereocontrolled functionalizations of the intermediate 9 will provide, after the base insertion, a wide class of six membered modified azanucleosides to be tested as NRTIs.
A general route to D- and L-six-membered nucleoside analogues / Guaragna, Annalisa; D'Alonzo, Daniele; DE NISCO, Mauro; Pedatella, Silvana; Palumbo, Giovanni. - In: NUCLEOSIDES, NUCLEOTIDES & NUCLEIC ACIDS. - ISSN 1525-7770. - STAMPA. - 26:8-9(2007), pp. 959-962. [10.1080/15257770701508166]
A general route to D- and L-six-membered nucleoside analogues
GUARAGNA, ANNALISA;D'ALONZO, DANIELE;DE NISCO, MAURO;PEDATELLA, SILVANA;PALUMBO, GIOVANNI
2007
Abstract
A simple synthetic route for novel L- (as well as D-) six-membered nucleosides is described. Particularly, we have provided a general approach to the synthesis of azasugar-based nucleosides, which preparation has been easily achieved starting from the coupling of our three carbon homologating agent 1 with the well known Garner aldehyde 4. Further suitable and stereocontrolled functionalizations of the intermediate 9 will provide, after the base insertion, a wide class of six membered modified azanucleosides to be tested as NRTIs.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.