Title: Synthesis of protected D-altritol nucleosides as building blocks for oligonucleotide synthesis
Authors: Allart, B
Busson, Roger
Rozenski, Jef
Van Aerschot, Arthur
Herdewijn, Piet # ×
Issue Date: May-1999
Publisher: Pergamon-elsevier science ltd
Series Title: Tetrahedron vol:55 issue:21 pages:6527-6546
Abstract: D-Altritol nucleosides with an adenine and uracil base moiety were obtained by nucleophilic opening of the epoxide ring of 1,5:2,3-dianhydro-4,6-O-benzylidene-D-allitol using the sodium salt of the above mentioned bases. The use of a 2-trimethylsilylethyl protecting group for the O-6-function of the guanine base offers a useful compromise between stability and acceptable alkylation yields of the N-9-position if the guanine base. The cytosine nucleoside was synthesized starting from the uracil congener. The 3'-hydroxyl function was protected with a benzoyl group. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
ISSN: 0040-4020
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Medicinal Chemistry (Rega Institute)
× corresponding author
# (joint) last author

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