N3‘→P5‘ Oligodeoxyribonucleotide Phosphoramidates: A New Method of Synthesis Based on a Phosphoramidite Amine-Exchange Reaction
- 1 October 1997
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 62 (21) , 7278-7287
- https://doi.org/10.1021/jo970801t
Abstract
A new method for the synthesis of N3‘→P5‘ phosphoramidate oligodeoxynucleotides is demonstrated. Described herein is the synthesis of the monomers utilized in the phosphoramidite amine-exchange process and the experimental details pertaining to this new mode of chain assembly. The phosphoramidite amine-exchange method generates coupling yields in the 92−95% range per cycle and further enables the synthesis of chimeric phosphoramidate/phosphodiester or phosphoramidate/phosphorothioate oligonucleotides with no instrument modifications.Keywords
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