An H-Phosphonate Approach for the Preparation of Purine-Nucleoside Monophosphates

Cheng Jun Wang; Shan Shan Gong; Qi Sun

doi:10.4028/www.scientific.net/AMR.1023.51

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HomeAdvanced Materials ResearchAdvanced Materials Research Vol. 1023An H-Phosphonate Approach for the Preparation of...

An H-Phosphonate Approach for the Preparation of Purine-Nucleoside Monophosphates

Abstract:

Two purine-nucleoside monophosphates have been prepared from the corresponding nucleoside 5′-H-phosphonate precursors via sequential silylation, oxidation, and hydrolysis reactions in a one-pot manner. Compared to the reaction performed in the presence of pyridine, the hydrolysis of iodophosphate in the absence of pyridine generated nucleoside 5′-monophosphates as the major product. The experimental results indicated that the reaction between the formed nucleoside 5′-monophosphate with the residual iodophosphate intermediate was relatively slow, making the self-condensed dinucleoside diphosphate a minor product in this reaction.

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Advanced Materials Research (Volume 1023)

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51-54

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https://doi.org/10.4028/www.scientific.net/AMR.1023.51

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Online since:

August 2014

Authors:

Cheng Jun Wang, Shan Shan Gong, Qi Sun*

Keywords:

H-Phosphonate, Iodine, Nucleoside Monophosphate, Oxidation, Purine

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