DIASTEREOSELECTIVE SYNTHESIS OF 2'-DEOXY AND 2'-O-METHYL DINUCLEOSIDE(3',5')-METHYLPHOSPHONATES VIA ALKOXYMAGNESIUM CHLORIDE-MEDIATED NUCLEOSIDE COUPLING

Authors
DAILY WJ SCHWARTZ DA RILEY TA ARNOLD LJ MARVIN WB SCURRIA MA HOPKINS SA ATKINS MB GARCIA CD PIRRUNG MC
Citation
Wj. Daily et al., DIASTEREOSELECTIVE SYNTHESIS OF 2'-DEOXY AND 2'-O-METHYL DINUCLEOSIDE(3',5')-METHYLPHOSPHONATES VIA ALKOXYMAGNESIUM CHLORIDE-MEDIATED NUCLEOSIDE COUPLING, Nucleosides & nucleotides, 16(4), 1997, pp. 417-432
Citations number
29
Categorie Soggetti
Biology
Journal title
Nucleosides & nucleotides → ACNP
ISSN journal
07328311
Volume
16
Issue
4
Year of publication
1997
Pages
417 - 432
Database
ISI
SICI code
0732-8311(1997)16:4<417:DSO2A2>2.0.ZU;2-Z
Abstract
A diastereoselective dinucleoside methylphosphonate synthetic method t hat features coupling of diastereomerically pure 1,1,1,3,3,3-hexafluor o-2-propyl nucleoside-3'-O-methylphosphonate monomers with 3'-O-protec ted nucleoside monomers mediated by alkoxymagnesium chloride reagents is described. This synthetic method was found to be diastereospecific in the synthesis of selected 2'-deoxy dinucleoside methyphosphonates a nd diastereoselective in the synthesis of all sixteen 2'-O-methyl dinu cleoside methylphosphonates.