74334-92-2

Upstream product

• 51433-19-3 methyl 4-O-benzyl-2,3-di-O-methyl-α-D-galactopyranoside 
• 3979-41-7 Methyl-(O⁴,O⁶-isopropyliden-O²,O³-dimethyl-α-D-galactopyranosid) 
• 74-88-4 methyl iodide 
• 3396-99-4 methyl α-D-galactopyranoside 
• 64552-06-3 methyl 4,6-O-benzylidene-α-D-galactopyranoside 
• 3013-58-9 methyl 4,6-O-benzylidene-2,3-di-O-methyl-α-D-galactopyranoside 
• 10227-29-9 methyl 2.3-di-O-methyl-α-D-galactopyranoside 
• 89177-21-9 methyl 4-O-benzyl-2,3-di-O-methyl-6-O-triphenylmethyl-α-D-galactopyranoside 
• 27299-03-2 methyl 2,3-di-O-methyl-6-O-triphenylmethyl-α-D-galactopyranoside 

Relevant academic research and scientific papers

Hydroxy group acidities of partially protected glycopyranosides

A comprehensive acidity study of carbohydrate hydroxy groups has been carried out. Relative acidities (Ke) were determined spectrophotometrically for partially methylated methyl α-D- glycopyranosides. Apparently, the acidity is strongly affected by intramolecular hydrogen bonding as well as stereochemistry and solvation. By comparison with pKe and pKa values of aliphatic alcohols and polyols the first estimation of the pKa values for partially protected glycopyranosides was obtained. These findings contribute to the understanding of the relative reactivities of carbohydrate hydroxy groups.

Preparation of Some Partially Methylated Galactosides from Methyl α-D-Galactopyranoside

Methyl 2,3,6-tri-O-methyl-α-D-galactopyranoside (3) and methyl 2,6-di-O-methyl-α-D-galactopyranoside (2) have been synthesized starting from isopropylidene derivatives of methyl α-D-galactopyranoside.