The Synthesis of Aryl-β-C-Glycosides from Native Saccharides.

ABSTRACT: The synthesis of p-nitrophenol-β-C-glycosides from native mono-, di-, and trisaccharides is described. The one-pot-two-step procedure uses water as the solvent and produces exclusively β-C-glycosides, the desired stereochemistry for most medicinal chemistry applications. The versatility of the approach is illustrated by the synthesis of the nanomolar SGLT2 inhibitor [3-(4-ethylbenzyl)phenyl]-β-C-glucoside.

SUBMITTER: Bunt DV 

PROVIDER: S-EPMC12223352 | biostudies-literature | 2025 May

REPOSITORIES: biostudies-literature