Nucleoside H-phosphonates.: Part 19. Efficient entry to novel nucleotide analogues with 2-pyridyl and 4-pyridylphosphonothioate internucleotide linkages
2004 (English)In: Tetrahedron, ISSN 0040-4020, Vol. 60, no 2, 389-395 p.Article in journal (Refereed) Published
Synthetic and 31P NMR spectroscopy studies resulted in the development of efficient protocols for the stereospecific synthesis of a novel type of nucleotide analogues, 2-pyridyl- and 4-pyridylphosphonothioates. The underlying chemistry involves formation of the P–C bond via a base-promoted reaction of suitably protected dithymidine H-phosphonothioates with N-methoxypyridinium tosylate in acetonitrile, or with trityl chloride in pyridine, to produce high yields of nucleotide analogues with a 2-pyridyl- or 4-pyridyl moiety directly bound to the phosphorus centre.
Place, publisher, year, edition, pages
Elsevier , 2004. Vol. 60, no 2, 389-395 p.
Research subject Organic Chemistry
IdentifiersURN: urn:nbn:se:su:diva-23236DOI: .1016/j.tet.2003.11.010OAI: oai:DiVA.org:su-23236DiVA: diva2:190871
Part of urn:nbn:se:su:diva-2022004-08-192004-08-192010-01-05Bibliographically approved