Coupling of 2,6-disubstituted purines to ribose-modified sugars

Authors
Vittori, S Costanzi, S Lambertucci, C Volpini, R Cristalli, G
Citation
S. Vittori et al., Coupling of 2,6-disubstituted purines to ribose-modified sugars, NUCLEOS NUC, 20(4-7), 2001, pp. 771-774
Citations number
9
Categorie Soggetti
Biochemistry & Biophysics
Journal title
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
ISSN journal
15257770 → ACNP
Volume
20
Issue
4-7
Year of publication
2001
Pages
771 - 774
Database
ISI
SICI code
1525-7770(2001)20:4-7<771:CO2PTR>2.0.ZU;2-Y
Abstract
1,2,3-Tri-O-acetyl-N-ethyl-beta -D-ribofuranuronamide was synthesized in th ree steps starting from 1-O-methyl-(2,3-O-isopropylidene)-beta -D-ribofuran uronic acid. Both the triacetyl and the 1-O-methyl-2,3-di-O-acetyl derivati ves were coupled to the 2,6-dichloropurine to obtain the acetylated 1-(2,6- dichloro-9H-purin-9-yl)- 1-deoxy-N-ethyl-beta -D-erythro-pentofuranuronamid e. H-1 NMR and n.O.e. data accounted for both anomeric and N-7/N-9 isomeric configuration.