Abstract
Detailed syntheses of carbovir-related cis-[2-(9H-Purin-9-yl)-3- cyclopentene]-1-methanols and phosphonates of selected analogues are presented. Our interest in this chemistry stems from antiviral activity shown by closely related compounds. Access to the key β-lactam was achieved by the reaction of monocyclopentadiene with chlorosulfonyl isocyanate at -78°C rather than at the reported1 ambient temperature, where only the less ring-strained and more stable γ-lactam is formed.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 779-791 |
| Number of pages | 13 |
| Journal | Phosphorus, Sulfur and Silicon and the Related Elements |
| Volume | 182 |
| Issue number | 4 |
| DOIs | |
| State | Published - Apr 1 2007 |
Keywords
- Carbocyclic nucleosides
- Carbovir triphosphate
- HIV reverse transcriptase
- Lactam
