Total Synthesis of Entecavir
| Autor: | Xavier Ariza, Javier Velasco, Yolanda Gasanz, Laura Badía, Jordi Garcia, Joan Gallardo, Jaume Farràs, Martí Bartra, Ramon Berenguer |
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| Přispěvatelé: | Universitat de Barcelona |
| Rok vydání: | 2013 |
| Předmět: |
chemistry.chemical_classification
Guanine Molecular Structure Stereochemistry Àcids nucleics Organic Chemistry Acrolein Epoxide Alkyne Total synthesis Hepatitis B Nucleic acids chemistry.chemical_compound Antiviral agents Reacció aldòlica chemistry Intramolecular force Aldol reaction Moiety Mitsunobu reaction Stereoselectivity Medicaments antivírics |
| Zdroj: | Dipòsit Digital de la UB Universidad de Barcelona Recercat. Dipósit de la Recerca de Catalunya instname |
| ISSN: | 1520-6904 0022-3263 |
| Popis: | Entecavir (BMS-200475) was synthesized from 4-trimethylsilyl-3-butyn-2-one and acrolein. The key features of its preparation are: (i) a stereoselective boron-aldol reaction to afford the acyclic carbon skeleton of the methylenecylopentane moiety; (ii) its cyclization by a Cp2TiCl-catalyzed intramolecular radical addition of an epoxide to an alkyne; and (iii) the coupling with a purine derivative by a Mitsunobu reaction. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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