| Popis: |
A five-step synthesis of deaminotunicaminyluracil is presented. Coupling of the ylide, generated from the phosphonium salt 4, with the aldehyde 5 afforded the undecose 6 in high yield. The key step in this synthesis was the hydroboration-oxidation reaction of the olefin 6. For this purpose several hydroborating reagents were examined. The diborane-THF reagent led to the desired deaminotunicamine derivative 8, as the predominant product. Condensation of undecose 8c with 1,3-di-O-trimethylsilyluracil gave the title compound. |
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