Title: Synthesis of 1,5-anhydro-D-mannitol nucleosides with a purine base moiety
Authors: Hossain, N ×
Herdewijn, Piet #
Issue Date: 1998
Publisher: M. Dekker
Series Title: Nucleosides & Nucleotides vol:17 issue:9-11 pages:1775-1779
Abstract: D-Mannitol nucleosides with a purine base moiety have been conveniently synthesized strating from 1,5-anhydro-4,6-O-benzylidene-D-glucitol. The 3-OH function of 1,5-anhydro-4,6-O-benzylidene-D-glucitol was selectively protected with t-butyldimethylsilyl group and subsequently converted to the corresponding O-triflate derivative for the introduction of the nucleobase moietes. These nucleoside derivatives were transformed to 1,5-Anhydro-6-O-MMTr-2-(N-6-benzoyladenin-9-yl)-2-deoxy-3-O-TBPMS-D-mannitol and 1,5-Anhydro-6-O-MMTr-2-(N-2-isobutyrylguanin-9-yl)-2-deoxy-3-O-TBDMS-D-mannitol, useful as the building blocks for oligonucleotide synthesis. Also, the synthesis of the corresponding fully deprotected anhydrohexitol nucleosides were achieved for evaluation of antiviral activity test.
ISSN: 0732-8311
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Medicinal Chemistry (Rega Institute)
× corresponding author
# (joint) last author

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