The synthesis of 3‐(β‐D‐ribofuranosyl)imidazo[4,5‐c] pyridazines
- 1 February 1974
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 11 (1) , 39-42
- https://doi.org/10.1002/jhet.5570110108
Abstract
7‐Chloro‐3‐(β‐D‐2,3,5‐tri‐O‐benzoylribofuranosyl)imidazo[4,5‐c] pyridazine (3), obtained from the condensation of 7‐chloro‐3‐trimethylsilylimidazo[4,5‐c] pyridazine (1) with 2,3,5‐tri‐O‐benzoyl‐D‐ribofuranosyl bromide (2), served as the percursor of 7‐chloro‐ (4), 7‐amino‐ (8), and 7‐mercapto‐3‐(β‐D‐ribofuranosyl)imidazo[4,5‐c] pyridazine (9). 3‐(β‐D‐ribofuranosyl)imidazo[4,5‐c] pyridazine (7) was obtained from 3‐(β‐D‐2,3,5‐tri‐O‐benzoylribofuranosyl)imidazo‐[4,5‐c]pyridazine (6). The site of ribosidation is based upon uv spectral comparisons with model methyl compounds. The assignment of the anomeric configuration is derived from pmr spectral data.Keywords
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