Regioselective Deacetylation in Nucleosides and Derivatives.
Chembiochem
; : e202400360, 2024 Jul 22.
Article
in En
| MEDLINE
| ID: mdl-39037890
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.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Chembiochem
Year:
2024
Document type:
Article