Syntheses of nucleosides with 2′-spirolactam and 2′-spiropyrrolidine moieties as potential inhibitors of hepatitis C virus NS5B polymerase |
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| Authors: | Qun Dang Zhibo Zhang Bingyu Tang Yang Song Ling Wu Tongqian Chen Stephane Bogen Vinay Girijavallabhan David B Olsen Peter T Meinke |
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| Institution: | 1. Discovery Chemistry, Merck Research Laboratories, 2000 Galloping Hill Road, Kenilworth, NJ 07033, USA;2. Pharmaron Beijing Co. Ltd, 6 Tai-He Road, BDA, Beijing 100176, China;3. Discovery Biology, Merck Research Laboratories, 770 Sumneytown Pike, West Point, PA 19486, USA |
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| Abstract: | To discover novel nucleosides as potential antiviral agents, 2′-spirolactam and 2′-spiropyrrolidine-containing nucleoside analogs were envisioned. Efficient synthetic routes were developed with an epoxide opening as the key step to establish the quaternary center at the 2′ position, leading to the design and synthesis of uridine analogs 8 and 21, prodrugs 13–16, and cytidine analog 11. |
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| Keywords: | Nucleoside Prodrug HCV NS5B Spiro-lactam Spiro-pyrrolidine |
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