260804-79-3

Upstream product

• 260804-77-1 1,2-O-isopropylidene-4,5-di-O-(methoxymethyl)-D-galactitol 
• 260804-76-0 5,6-O-isopropylidene-2,3-di-O-methoxymethyl-L-galactono-γ-lactone 
• 69602-93-3 5,6-O-isopropylidene-L-galactonic acid γ-lactone 
• 260804-78-2 6-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-4,5-di-O-(methoxymethyl)-D-galactitol 

Downstream Products

• 260804-84-0 6-O-(tert-butyldiphenylsilyl)-1-tert-butyloxycarbonylamido-3,4-di-O-(methoxymethyl)-2-methylene-D-threo-pentitol 
• 260804-81-7 6-O-(tert-butyldiphenylsilyl)-3-deoxy-4,5-di-O-(methoxymethyl)-3-methylene-D-xylo-hexitol 
• 260804-83-9 1-azido-1,2-dideoxy-6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(methoxymethyl)-2-methylene-D-threo-pentitol 
• 260804-82-8 2-deoxy-6-O-(tert-butyldiphenylsilyl)-3,4-di-O-(methoxymethyl)-2-methylene-D-threo-pentitol 
• 260804-80-6 6-O-(tert-butyldiphenylsilyl)-3-deoxy-1,2-O-isopropylidene-4,5-di-O-(methoxymethyl)-3-methylene-D-xylo-hexitol 

Relevant academic research and scientific papers

Flexible Synthesis and Biological Activity of Uronic Acid-Type gem-Diamine 1-N-Iminosugars: A New Family of Glycosidase Inhibitors

An efficient and flexible synthetic route to four gem-diamine 1-N-iminosugars of uronic acid-type (D-glucuronic, D-mannuronic, L-iduronic, and L-guluronic acid), a new family of glycosidase inhibitor, from l-galactono-1,4-lactone have been developed in an enantiodivergent fashion through a sequence involving as the key steps (a) the formation of gem-diamine 1-N-iminopyranose ring by the Mitsunobu reaction of an aminal and (b) the introduction of a carboxylic acid group by the Wittig reaction of a ketone, hydroboration and oxidation, and the Sharpless oxidation. D-Glucuronic and D-mannuronic acid-type 1-N-iminosugars, (3S,4R,5R,6R)- and (3S,4R,5R,6S)-4,5-dihydroxy-6-trifluoroacetamido-3-piperidinecarboxylic acid, were proven to be potent inhibitors for β-D-glucuronidase (IC50 6.5 × 10-8M) and to affect human heparanase (endo-β-glucuronidase).