Title: Synthesis of D-altritol nucleosides with a 3'-O-tert-butyldimethylsilyl protecting group
Authors: Abramov, Mikhail ×
Marchand, A
Calleja-Marchand, A
Herdewijn, Piet #
Issue Date: 2004
Series Title: Nucleosides, nucleotides & nucleic acids vol:23 issue:1-2 pages:439-455
Abstract: Four D-altritol nucleosides with a 3'-O-tert-butyldimethylsilyl protecting group are synthesized (base moieties are adenine, guanine, thymine and 5-methylcytosine). The nucleosides are obtained by ring opening reaction of 1,5:2,3-dianhydro-4,6-O-benzylidene-D-allitol. Optimal reaction circumstances (NaH, LiH, DBU, phase transfer, microwave irridation) for the introduction of the heterocycles are base-specific. For the introduction of the 3'-O-silyl protecting group, long reaction times and several equivalents of tert-butyldimethylsilyl chloride are needed.
ISSN: 1525-7770
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Medicinal Chemistry (Rega Institute)
× corresponding author
# (joint) last author

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