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Coupling of 2,6-disubstituted purines to ribose-modified sugars
S Vittori1, S Costanzi, C Lambertucci
1Dipartimento di Scienze Chimiche, via s. Agostino, 1, University of Camerino, I-62032 Camerino, Italy.
Nucleosides, Nucleotides & Nucleic Acids
|September 21, 2001
Abstract:
1,2,3-Tri-O-acetyl-N-ethyl-beta-D-ribofuranuronamide was synthesized in three steps starting from 1-O-methyl-(2,3-O-isopropylidene)-beta-D-ribofuranuronic acid. Both the triacetyl and the 1-O-methyl-2,3-di-O-acetyl derivatives 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-pentofuranuronamide. 1H NMR and n.O.e. data accounted for both anomeric and N-7/N-9 isomeric configuration.