69983-00-2

Upstream product

• 56865-31-7 methyl 4,6-O-benzylidene-β-D-galactopyranosyl-(1,4)-β-D-glucopyranoside 
• 108-24-7 acetic anhydride 
• 137119-40-5 methyl 4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 7216-69-5 methyl β-D-lactopyranoside 

Downstream Products

• 129905-23-3 methyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-deoxy-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 366489-04-5 methyl 2,3-di-O-acetyl-6-O-p-toluenesulfonyl-β-D-galactopyranosyl-(1,4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 

Relevant academic research and scientific papers

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.

Chemical synthesis using enzymatically generated building units for construction of the human milk pentasaccharides sialyllacto-N-tetraose and sialyllacto-N-neotetraose epimer

α,2-3- and α,2-6-sialylated lactosaminide precursor structures obtained by various enzymatic procedures could be used for glycosylations employing triflic acid/N-iodosuccinimide. Easily accessible selectively protected lactoside derivatives served as acce

Synthesis and biological evaluation of sialylmimetics as rotavirus inhibitors

Rotaviruses cause severe gastroenteritis in infants and are estimated to be responsible for over 600 000 deaths annually, primarily in developing countries. The development of potential inhibitors of this virus is therefore of great interest, particularly since the safety and efficacy of rotaviral vaccines has recently been questioned. This study describes the synthesis of a variety of compounds that can be considered as mimetics of N-acetylneuraminic acid thioglycosides and the subsequent in vitro biological evaluation of these sialylmimetics as inhibitors of rotaviral infection. Our results show that readily accessible carbohydrate-based compounds have the potential to act as inhibitors of rotaviral replication in vitro, presumably through inhibition of the rotaviral adhesion process.

Synthesis of tetrasaccharides as possible metastatic inhibitors

The synthesis is reported of the possible metastatic inhibitors - methyl β-D-galactopyranosyl-(1 → 4)-(2-acetamido-2-deoxy-α-D-glucopyranosyl)-(1 → 6)-β-D-galactopyranosyl-(1 → 4)-β-D-glucopyranoside (11) and methyl β-D-galactopyranosyl-(1 → 4)-(2-acetami

Carbohydrate-derived Surfactents: Synthesis and Phase Behaviour of Methyl 4',6'-Di-O-alkyl-β-lactosides

In order to study the physical properties of lactose-derived surfactants, methyl 4',6'-di-O-hexyl-β-lactoside and methyl 4',6'-di-O-octyl-β-lactoside were prepared.The 4',6'-O-isopropylidene ketal was used as a temporary protecting group in the key interm