Synthetic approaches to a mononucleotide prodrug of cytarabine
R Bazzanini1, M H Gouy, S Peyrottes
1UMR 5625 CNRS-UM II, Université Montpellier II, France.
Nucleosides, Nucleotides & Nucleic Acids
|January 28, 2006
Abstract:
Synthetic pathways to a mononucleotide prodrug of cytarabine (Ara-C) bearing S-pivaloyl-2-thioethyl (tBuSATE) groups, as biolabile phosphate protections, are reported. Using a common phosphoramidite approach, two different kinds of nucleoside protecting groups have been investigated. During this study, we observed an intermolecular migration of the Boc protecting group in the course of the tert-butyldimethylsilyl ether cleavage using tetrabutyl ammonium fluoride.
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