Regioselective Deacetylation in Nucleosides and Derivatives

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Abstract: Nucleoside analogues are a promising class of natural compounds in the pharmaceutical industry, and many antiviral, antibacterial and anticancer drugs have been created through structural modification of nucleosides scaffold. Acyl protecting groups, especially the acetyl group, play an important role in the protection of hydroxy groups in nucleoside synthesis and modification; consequently, numerous methodologies have been put forth for the acetylation of free nucleosides. However, for nucleosides that contain different O‐ and N‐based functionalities, selective deprotection of the acetyl group (s) in nucleosides has been studied little, despite its practical significance in simplifying the preparation of partially or differentially substituted nucleoside intermediates. In this mini‐review, recent approaches for regioselective deacetylation in acetylated nucleosides and their analogues are summarized and evaluated. Different regioselectivities (primary ester, secondary ester, full de‐O‐acetylation, and de‐N‐acetylation) are summarized and discussed in each section.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Regioselective Deacetylation in Nucleosides and Derivatives ; volume:25 ; number:23 ; year:2024 ; extent:10
ChemBioChem ; 25, Heft 23 (2024) (gesamt 10)

Creator: Grabbe, Charis
Cai, Li

DOI: 10.1002/cbic.202400360

URN: urn:nbn:de:101:1-2412031305241.389316972102

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:23 AM CEST

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Grabbe, Charis
Cai, Li

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Regioselective Deacetylation in Nucleosides and Derivatives

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