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Updated: Aug 9, 2026

Nucleoside Triphosphates - From Synthesis to Biochemical Characterization
Published on: April 3, 2014
Short synthesis of octosyl nucleosides
Spencer Knapp1, Vinay V Thakur, Machender R Madduru
1Department of Chemistry & Chemical Biology, Rutgers - The State University of New Jersey, 610 Taylor Road, Piscataway, New Jersey 08854, USA. knapp@rutchem.rutgers.edu
Abstract:
[reaction: see text] Commercial 1,2:5,6-di-O-isopropylidene-alpha-d-allofuranose was converted to a protected bicyclic octosyl acid thioglycoside donor by a 10-step sequence that features an intramolecular ester enolate alkylation. Glycosylation of N-benzoyladenine and methyl uridine-5-carboxylate followed by deprotection gave the respective nucleosides "octosyl adenine" and octosyl acid A.
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