Efficient Synthesis of 4′-Cyclopropylated Carbovir Analogues with Use of Ring-Closing Metathesis from Glycolate |
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Authors: | Lian Jin Liu Jin Cheol Yoo Joon Hee Hong |
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Institution: | College of Pharmacy , Chosun University , Republic of Korea |
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Abstract: | The first synthetic route of novel 4′-cyclopropylated carbovir analgues is described. The construction of cyclopropylated quaternary carbon at 4′-position of carbocyclic nucleosides was successfully made via sequential Johnson's orthoester rearrangement and ring-closing metathesis (RCM) starting from ethyl glycolate. Synthesized compounds 15 and 16 showed moderate antiviral activity without any cytotoxicity up to 100 μmol. |
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Keywords: | Carbocyclic nucleoside antiviral agents ring-closing metathesis Claisen rearrangement |
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