Synthesis of [d4U]-Spacer-[HI-236] Bifunctional HIV-1 Reverse Transcriptase Inhibitors
Clare Muhanji
Broschiertes Buch

Synthesis of [d4U]-Spacer-[HI-236] Bifunctional HIV-1 Reverse Transcriptase Inhibitors

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This book describes the design and synthesis of bifunctional drugs combining a nucleoside (d4U) and non-nucleoside (HI-236) reverse transcriptase inhibitor linked via different spacers between C-5 of the NRTI and O-1 of the NNRTI. Three targets were successfully synthesized in a divergent manner from uridine in 13 steps for the butyne target and 19 steps for targets bearing PEG-propyne units using Sonogashira coupling as a key step. The most challenging step of the synthesis involved Boc deprotection and thiourea condensation in the final step, which suffered from anomeric cleavage with loss o...