Acid hydrolysis of tetrahydropyranyl glycosides: Effects of 2-methylation and 3-hydroxylation on rate of hydrolysis

Abstract

A series of methyl glycosides (acetals and ketals) analogous to aldopyranosides, ketopyranosides, and their 3-hydroxy analogs (tetrahydropyran, 2-methyl-tetrahydropyran, and 3-hydroxyl derivatives of these compounds) were synthesized, subjected to acids of various concentrations, and their rates of hydrolysis determined spectrophotometrically.