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Efficient synthesis of nucleoside 5′-triphosphates and their β,γ-bridging oxygen-modified analogs from nucleoside 5′-phosphates

Thirteen nucleoside 5′-triphosphates (NTPs) and their β,γ-bridging oxygen-modified analogs (β,γ-CX2-NTPs, X=H, F, Cl, and Br) have been efficiently synthesized from nucleoside 5′-phosphoropiperidates with 4,5-dicyanoimidazole as the activator. A high-yielding and chromatography-free protocol for the...

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Bibliographic Details
Published in:Tetrahedron letters 2014-03, Vol.55 (13), p.2114-2118
Main Authors: Sun, Qi, Gong, Shanshan, Sun, Jian, Wang, Chengjun, Liu, Si, Liu, Guodong, Ma, Cha
Format: Article
Language:English
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Summary:Thirteen nucleoside 5′-triphosphates (NTPs) and their β,γ-bridging oxygen-modified analogs (β,γ-CX2-NTPs, X=H, F, Cl, and Br) have been efficiently synthesized from nucleoside 5′-phosphoropiperidates with 4,5-dicyanoimidazole as the activator. A high-yielding and chromatography-free protocol for the preparation of both natural and base-modified nucleoside 5′-phosphoropiperidates from the corresponding nucleoside 5′-phosphates was also developed.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.02.031