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Synthesis 2004(14): 2335-2341
DOI: 10.1055/s-2004-831190
DOI: 10.1055/s-2004-831190
PAPER
© Georg Thieme Verlag Stuttgart · New York
Lipophilic Nucleosides by Sonogashira Coupling
Further Information
Received
30 January 2004
Publication Date:
25 August 2004 (online)
Publication History
Publication Date:
25 August 2004 (online)
Abstract
New amphiphilic nucleosides 3, 5, 7, 9 and nucleobases 12, 14, with lipophilic alkynyl substituents attached to the N-heterocyclic ring were obtained in a straightforward manner by Sonogashira coupling of 5-iodouridine, 8-bromoadenosine and protected 8-bromoguanosine or related halonucleobases. In most cases protective groups were unnecessary.
Key words
nucleosides - nucleobases - cross-coupling - amphiphile - alkynes
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References
Full details have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC 228985. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK.