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Synthesis 2008(15): 2363-2368
DOI: 10.1055/s-2008-1067166
DOI: 10.1055/s-2008-1067166
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
An Efficient Synthesis of Phosphonate Derivatives of 1,2-Disubstituted Carbocyclic Purine Nucleosides with a Cyclopentane Ring
Weitere Informationen
Received
29 January 2008
Publikationsdatum:
08. Juli 2008 (online)
Publikationsverlauf
Publikationsdatum:
08. Juli 2008 (online)
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Abstract
The synthesis of phosphonate 1,2-disubstituted carbocyclic nucleosides with a cyclopentane ring is described following two different strategies: inclusion of the phosphonomethyl group before or after coupling of the carbocyclic moiety with the heterocyclic base. The diethyl [(trifluoromethanesulfonyl)oxy]methanephosphonate is the key phosphonylating agent for both the strategies.
Key words
nucleosides - phosphonates - carbocycles - Mitsunobu reaction
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