An efficient regioselective synthesis of substituted purine analogues of guanosine and inosine
- 1 January 1989
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 22,p. 1769-1770
- https://doi.org/10.1039/c39890001769
Abstract
Condensation of 2-bromo-6-(4-nitrophenylethoxy)purine as the trimethylsilyl derivative (5a) with 1,2,3,5-tetra-O-acetyl-β-D-ribofuranose, 1-O-acetyl-2,3-di-O-benzoyl-5-diethoxy-phosphinyl-β-D-ribofuranose, and (2-acetoxythoxy)methyl bromide resulted in N9-regioselective alkylation to give (6a–c), which were then converted to guanine and hypoxanthine nucleosides, nucleotides, and Acyclovir analogues, respectively.Keywords
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