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https://hdl.handle.net/2445/48344| Title: | Total synthesis of entecavir |
| Author: | Velasco Turbau, Javier Ariza Piquer, Xavier Badía, Laura Bartra Sanmartí, Martí Berenguer, Ramon Farràs i Soler, Jaume Gallardo, Joan García Gómez, Jordi Gasanz, Yolanda |
| Keywords: | Hepatitis B Medicaments antivírics Reacció aldòlica Àcids nucleics Hepatitis B Antiviral agents Aldol reaction Nucleic acids |
| Issue Date: | 2013 |
| Publisher: | American Chemical Society |
| Abstract: | 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. |
| Note: | Versió postprint del document publicat a: http://dx.doi.org/10.1021/jo400607v |
| It is part of: | Journal of Organic Chemistry, 2013, vol. 78, num. 11, p. 5482-5491 |
| URI: | https://hdl.handle.net/2445/48344 |
| Related resource: | http://dx.doi.org/10.1021/jo400607v |
| ISSN: | 0022-3263 |
| Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| 626257.pdf | 560.83 kB | Adobe PDF | View/Open |
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