1269657-95-5

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 3150-20-7 4-methoxyphenyl β-D-galactopyranoside 
• 150-76-5 4-methoxy-phenol 
• 4163-60-4 β-D-galactose peracetate 
• 2872-65-3 4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 

Downstream Products

• 1269657-93-3 p-methoxyphenyl 3-O-(2,2,2-trifluoroethylsulfo)-4:6-O-benzylidene-β-D-galactopyranoside 
• 1238200-88-8 para-methoxyphenyl-2,3-di-O-acetyl-6-O-benzyl-1-O-β-D-galactopyranoside 

Relevant academic research and scientific papers

Total Synthesis of the Diglycosidic Tetramic Acid Ancorinoside A

Ancorinoside A, a metabolite of a sponge Ancorina sp., was prepared in 18 steps as the first derivative of this class of glycosylated 3-acyltetramic acids. It features a β-d-glucopyranosyl-(1→4)-β-d-galacturonic acid linked to a d-aspartic acid derived te

FeCl3 mediated arylidenation of carbohydrates

Glycosides and thioglycosides based on monosaccharides in reaction with benzaldehyde dimethylacetal or p-methoxybenzaldehyde dimethyl acetal undergo FeCl3-catalyzed (20 mol %) regioselective 4,6-O-arylidenation producing the corresponding acetals in high yields. FeCl3 also mediates acetalation of glycosides and thioglycosides of cellobiose, maltose, and lactose affording the corresponding 4′,6′-O-benzylidene acetals, which were isolated after their acetylation in situ with acetic anhydride and pyridine. The combined yields (two steps) of these final products are also high (61-84%). The procedure is applicable to a wide variety of functional groups including -OBn.