Nucleosides. IX. Synthesis of purine N(3),5'-cyclonucleosides and N(3),5'-cyclo-2',3'-seconucleosides via Mitsunobu reaction as TIBO-like derivatives |
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| Authors: | Chen Grace Shiahuy Chen Chien-Shu Chien Tun-Cheng Yeh Jun-Yen Kuo Chia-Chi Talekar Rahul Subhash Chern Ji-Wang |
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| Institution: | School of Pharmacy, College of Medicine, National Taiwan University, Taipei, Taiwan, ROC. |
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| Abstract: | The Mitsunobu reaction was applied to prepare, in one step, purine N(3),5'-cyclonucleosides 10a-d. A subsequent ring opening in the ribose moiety of the resultant N(3),5'-nucleosides by sodium periodate led to the corresponding N(3),5'-cyclo-2',3'-seconucleosides. These products consist of 5-, 6-, and 7-membered tricyclic system which is the basic skeleton of TIBO derivatives, known antiviral agents. |
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