Synthesis of Tipranavir Analogues as Non-Peptidic HIV Protease Inhibitors

Title: Synthesis of Tipranavir Analogues as Non-Peptidic HIV Protease Inhibitors

Volume: 6 Issue: 2

Author(s): Yili Ding, Chamakura V.N.S. Vara Prasad, Kenneth L. Smith, Eugene Chang, Jian Hong and Nanhua Yao

Affiliation:

Abstract: An analogue of Tipranavir was designed by replacing the dihydropyrone core with a 1,3-cyclohexanedione ring. The thio-alkyl group was used as a temporary protection group for α, β-unsaturated cyclohexane-1,3-diketone derivative, and the resulting compound was reacted with an ethyl-organometallic reagent to form the desired Michael addition product. By using this strategy, a more stable analogue of Tipranavir was synthesized and exhibited excellent HIV protease inhibition (12 nM Ki).

Cite this article as:

Ding Yili, Vara Prasad V.N.S. Chamakura, Smith L. Kenneth, Chang Eugene, Hong Jian and Yao Nanhua, Synthesis of Tipranavir Analogues as Non-Peptidic HIV Protease Inhibitors, Letters in Organic Chemistry 2009; 6 (2) . https://dx.doi.org/10.2174/157017809787582807