Title: Synthesis of 3 '-C-branched 1 ',5 '-anhydromannitol nucleosides as new antiherpes agents
Authors: Hossain, N ×
van Halbeek, H
De Clercq, Erik
Herdewijn, Piet #
Issue Date: Mar-1998
Publisher: Pergamon-elsevier science ltd
Series Title: Tetrahedron vol:54 issue:10 pages:2209-2226
Abstract: A series of 3'-beta-C-branched anhydromannitol nucleosides were conveniently synthesized starting from commercially available D-ribose. The reaction sequences were: (i) conversion of the protected pentofuranose to the corresponding nitrohexopyranose; (ii) addition of the conjugated base of the nitrosugar to formaldehyde; (iii) removal of the nitro group by n-tributyltin hydride treatment and (iv) Mitsunobu type alkylation to introduce the nucleobase. The conformation of intermediates and final compounds were deduced from NMR analysis. The thymine congener showed potent activity against herpes simplex virus (HSV). (C) 1998 Elsevier Science Ltd. All rights reserved.
ISSN: 0040-4020
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Laboratory of Virology and Chemotherapy (Rega Institute)
Medicinal Chemistry (Rega Institute)
× corresponding author
# (joint) last author

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