Preparation of 5-Hydroxymethyl-pyrimidine Based Nucleosides: A Reinvestigation,European Journal of Organic Chemistry

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Preparation of 5-Hydroxymethyl-pyrimidine Based Nucleosides: A Reinvestigation
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2023-06-03 , DOI: 10.1002/ejoc.202300298
Océane Monfret ₁ , Dan Liu ₁ , Paulin Rollando ₁ , Yann Bourdreux ₁ , Dominique Urban ₂ , Gilles Doisneau ₁ , Dominique Guianvarc'h ₃

Affiliation

Different approaches currently used to introduce the 5-hydroxymethyl moiety onto pyrimidine-based deoxynucleosides were reinvestigated. The oxidation of the methyl of thymidine followed by the reduction of the resulting formyl group allowed access to protected 5-hydroxymethyl-2’-deoxyuridine in a simple way and in good yields. Examples of application to the synthesis of relevant building blocks are presented.

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