50692-56-3

Upstream product

• 7468-48-6 6-deoxy-6-iodotetra-O-acetyl-β-D-glucopyranose 
• 24871-54-3 acetoxy α-D-2,3,4-triacetoxy-6-deoxy-6-iodoglucopyranoside 
• 692776-41-3 1,2,3,4-tetra-O-acetyl-6-O-deoxy-6-iodo-α-D-mannopyranose 
• 78478-66-7 1,2,3,4-tetra-O-acetyl-6-O-deoxy-6-tosyl-α/β-D-mannopyranose 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 10225-48-6 1,2,3,4-tetra-O-acetyl-6-bromo-6-deoxy-β-D-glucopyranose 

Downstream Products

• 121965-11-5 1,3-dimethyl-7-[O²,O³,O⁴-triacetyl-O⁶-(bis-benzyloxy-phosphoryl)-β-D-glucopyranosyl]-3,7-dihydro-purine-2,6-dione 

Relevant academic research and scientific papers

Pathways in the synthesis of functionalized glycolipids for liposomal preparations

We describe in this paper the synthesis of two glycolipids containing a mannosyl residue functionalized with malonic acid and azide groups at the C6 position. Two synthetic routes have been successfully implemented: the first one involves Schmidt's glycosylation procedure using functionalized carbohydrates, whereas the second one involves nucleophilic substitutions in the C6 position of an iodinated intermediate obtained using Koenigs-Knorr reaction. A comparative discussion of reactions and yields is realized. The two glycolipids served as material for the preparation of liposomes.

COMPARATIVE STABILITY OF 1-ALKOXYALKYL α-D-GLUCOSIDES IN THE PRESENCE OF ACID OR α-D-GLUCOSIDASE FROM YEAST

The aminated 1-alkoxyalkyl glycosides 6-amino-6-deoxy-α-D-glucopyranoside (3) and 6-amino-6-deoxy-α-D-glucopyranoside (4) have been synthesised and characterised.These compounds as well as α-D-glucopyranoside (1) prepared earlier are resistant against α-D-glucosidase (maltase, α-D-glucoside glucohydrolase, E.C. 3.2.1.20) from yeast, yet undergo hydrolysis under relatively mild acidic conditions.The kinetic parameters of the interaction with α-D-glucosidase and with acid were determined.The relative rates of acid hydrolysis of aminated 1-alkoxyalkyl glucosides compared with aminated ordinary glycosides suggest essential differences in the mechanism of acid-catalysed hydrolysis.