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Title: The synthesis of 2-fluoromethyl nucleosides as potential antiviral agents.
Author: Clark, Sarah Alexandra
ISNI:       0000 0001 3556 7291
Awarding Body: Queen's University of Belfast
Current Institution: Queen's University Belfast
Date of Award: 2008
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Nucleoside analogues are a vital class ofcompounds that are used in the treatment of AIDS and other viral infections. Research into the synthesis of2'-C-fluoromethyl cytosine is described. The key step in the synthesis involves the fluorination ofthe 2-Chydroxymethyl derivative of ribose with Deoxo-Fluoi'lY. The 2-C-hydroxymethyl compound is readily prepared from D-ribose on a multigram scale. Research was carried out into the synthesis of2', 3'-dideoi\.')'-2'-C-fluoromethyl-3'-Chydroxymethyl nucleosides using various different methodologies and a few different starting materials, including D-mannitol and O-benzyl-DL-serine. The key steps consisted ofthe production ofa Z-isomer in a Wittig reaction which could then cyclise to form a butenolide. Once this key component had been formed, a regio- and stereoselective photocatalysed addition ofmethanol was carried out. Supplied by The British Library - 'The world's knowledge'
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available