Regioselective deacetylation of peracetylated glycosides with a cleavable aglycone; Carbohydrate Research; Vol. 556

Bibliographic Details
Parent link:Carbohydrate Research.— .— Amsterdam: Elsevier Science Publishing Company Inc.
Vol. 556.— 2025.— Article number 109626, 8 p.
Other Authors: Abramov P. A. Pavel Aleksandrovich, Fefelova A. G. Anastasiya Grigorievna, Shatskiy A. Andrey, Karkas M. D. Markus, Stepanova E. V. Elena Vladimirovna
Summary:Title screen
Partially acetylated carbohydrates are integral to several biological functions and serve as synthetic intermediates for accessing complex glycoconjugates and oligosaccharides; however, their chemical synthesis remains highly challenging. Herein, we describe a straightforward protocol for the synthesis of monoacetylated sugars through acid-catalyzed regioselective deacetylation of readily accessible peracetylated glycosides featuring a cleavable aglycone (4-methoxyphenyl). The protocol proved effective for β-1,2-trans and α-1,2-cis-configured peracetylated pyranosides and its utility was demonstrated by large-scale synthesis, optimization for continuous flow, and application towards oligosaccharide synthesis
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Language:English
Published: 2025
Subjects:
Online Access:https://doi.org/10.1016/j.carres.2025.109626
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=685418