4.8 Article

One-flask synthesis of dinucleoside tetra- and pentaphosphates

Journal

ORGANIC LETTERS
Volume 8, Issue 10, Pages 2075-2077

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol060491d

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Funding

  1. NIBIB NIH HHS [EB002809, R01 EB002809, R01 EB002809-04] Funding Source: Medline

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We report a one-flask route for the synthesis of dinucleoside tetra- and pentaphosphates, in isolated yields of 50-85%. This route relies on a mixture of P(Ill) and P(V) chemistries, using phosphitylation of a protected nucleoside with 2-chloro-4H-1,3,2-benzo-dioxaphosphorin-4-one (salicylchlorophosphite), followed by sequential reaction with inorganic pyrophosphate and a nucleoside 5' mono- or diphosphate.

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