Synthesis and Structure of Novel Potentially Bioactive Amphiphilic -O-(N)-Glycosides

BEJARANO, NATIVIDAD; LAFUENTE, LETICIA; ESTECHE, JULIANA; SANTIAGO, CINTIA C.; ROJAS, AGUSTÍN H.; PONZINIBBIO, AGUSTÍN

Chemistry Proceedings

MDPI

Año: 2020 vol. 3

Herein we present the synthesis and structural analysis of novel -O-(N)-glycosides. The biphasic reaction of NHS and acetobromo-α-d-glucose or d-galactose gives the β anomer glycoside in a straightforward manner. Further hydrazinolysis and condensation with decanal afforded the desired products. Their complete structures, including the anomeric and E/Z double bond configurations, were determined by spectroscopic analysis.