SYNTHESIS AND BIOLOGICAL EVALUATION OF ISONUCLEOSIDES DERIVED FROM METHYL 3,5-ANHYDRO-2-<i>O</i>-(2-FLUOROBENZYL)-<scp>d</scp>-XYLOFURANOSIDES — J. Wirsching (2002) | RDL Network
SYNTHESIS AND BIOLOGICAL EVALUATION OF ISONUCLEOSIDES DERIVED FROM METHYL 3,5-ANHYDRO-2-<i>O</i>-(2-FLUOROBENZYL)-<scp>d</scp>-XYLOFURANOSIDES
Article 2002 en
Authors
JW
J. Wirsching
OS
O. Schulze
JV
Jürgen Voß
Abstract
1 min read
New isonucleosides [methyl 5-(1-pyrimidinyl)furanosides] are prepared by nucleophilic opening of the oxetane ring of methyl 3,5-anhydro-2-O-(2-fluorobenzyl)-D-xylofuranoside with silylated pyrimidine bases in the presence of trimethylsilyl triflate. Structures, configurations and conformations were determined by NMR techniques and several X-ray diffraction analyses, seven of the isonucleosides were tested for cytotoxicity and activity against HIV, HSV and several other viruses.
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