Title:
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Total synthesis of entecavir
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Author:
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Velasco Turbau, Javier; Ariza Piquer, Xavier; Badía, Laura; Bartra, Martí; Berenguer, Ramon; Farràs i Soler, Jaume; Gallardo, Joan; García Gómez, Jordi; Gasanz, Yolanda
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Other authors:
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Universitat de Barcelona |
Abstract:
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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. |
Subject(s):
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-Hepatitis B -Medicaments antivírics -Reacció aldòlica -Àcids nucleics -Hepatitis B -Antiviral agents -Aldol reaction -Nucleic acids |
Rights:
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(c) American Chemical Society , 2013
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Document type:
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Article Article - Accepted version |
Published by:
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American Chemical Society
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