Formation of oxalo-substituted etheno derivatives in reactions of mucochloric acid with adenosine, guanosine and cytidine

Authors
Maki, J Sjoholm, R Kronberg, L
Citation
J. Maki et al., Formation of oxalo-substituted etheno derivatives in reactions of mucochloric acid with adenosine, guanosine and cytidine, J CHEM S P1, (20), 1999, pp. 2923-2928
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X → ACNP
Issue
20
Year of publication
1999
Pages
2923 - 2928
Database
ISI
SICI code
0300-922X(1999):20<2923:FOOEDI>2.0.ZU;2-9
Abstract
Treatment of the nucleosides adenosine, guanosine and cytidine with mucochl oric acid in slightly acid aqueous solutions at 37 degrees C affords oxalo- substituted etheno derivatives of nucleosides (2a, 3a and 4a). The derivati ves are structurally characterised by UV, H-1 and C-13 NMR spectroscopy and mass spectrometry. In addition, all the long-range H-1-C-13 couplings are assigned in the base moieties of the products. A plausible mechanism is pre sented for the formation of the products.