Solid support synthesis of ollgothymidylates using phosphorochloridates and 1-alkylimidazoles
Open Access
- 1 June 1975
- journal article
- research article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 2 (6), 773-786
- https://doi.org/10.1093/nar/2.6.773
Abstract
A study of the synthesis of oligothymidylates via phosphotriester intermediates on a polystyrene support is described. The sequence involves condensation of a phenyl nucleoside-3′-phosphorochloridate with the 5′-hydroxyl group of the carrier bound oligonucleotide derivative in the presence of 1-methylimidazole. Conditions for preparation of the phenyl nucleoside phosphorochloridate as well as for the condensation on the support are discussed. d-TpTpTpT was obtained in 31% overall yield from carrier bound thymidine in one series of experiments, and d-TpTpTpTpT was obtained in 9% yield in another. The cycle for addition of one nucleotide unit can be completed in about six hours.Keywords
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