Synthesis of 4′-benzoyloxycordycepin from adenosine |
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Authors: | Yutaka Kubota |
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Institution: | School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan |
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Abstract: | With an aim to synthesize 4′-substituted cordycepins, the 4′-benzoyloxy precursor (9) was prepared from adenosine through an electrophilic addition (iodo-benzoyloxylation) to the 4′,5′-unsaturated derivative (5) and subsequent radical-mediated removal of the 3′-iodine atom of the resulting adducts (6). Usefulness of 9 was briefly verified by synthesizing the 4′-allyl (12) and 4′-cyano (13) analogues of cordycepin. |
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Keywords: | Cordycepin 4&prime -Substituted nucleoside Stereochemistry Organosilicon reagent |
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