347362-42-9

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 347362-41-8 2,3,5-tri-O-p-methoxybenzyl-L-xylitol 

Downstream Products

• 347362-44-1 2,3,5-tri-O-p-methoxybenzyl-1,4-anhydro-4-seleno-D-arabinitol 
• 887258-67-5 N-allyl-2,3,5-O-p-methoxybenzyl-1,4-dideoxy-1,4-imino-D-arabinitol 
• 635316-05-1 (2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene 
• 887258-69-7 1,4-dideoxy-1,4-imino-2,3,5-tri-O-p-methoxybenzyl-D-arabinitol 
• 887258-77-7 2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2R,3S,4R,5R)-2,4-benzylidenedioxy-5,6-isopropylidenedioxy-3-(sulfooxy)hexyl]iminoniumlidene]-D-arabinitol inner salt 

Relevant academic research and scientific papers

Synthesis and glycosidase inhibitory activities of chain-modified analogues of the glycosidase inhibitors salacinol and blintol

The synthesis of chain-modified analogues of the naturally-occurring glycosidase inhibitor, salacinol, and its selenium analogue, blintol is described. The modification consists of a frame shift of the sulfate moiety by one carbon atom in the zwitterionic

GLYCOSIDASE INHIBITORS AND METHODS OF SYNTHESIZING SAME

The compounds of the present invention relate to chain-extended and chain-modified analogues of salacinol, including embodiments where the sulfate moiety has been substituted with a carboxylate or phosphate moiety. In other embodiments the sulfate moiety has been shifted by one carbon atom in the zwitterionic structure. In another embodiment the polyhydroxylated side chain may be replaced with a lipophilic alkyl chain and a suitable counterion. The invention also encompasses methods for synthesizing the salacinol analogues and using the analogues for enzyme inhibition applications.

Efficient synthesis of the glucosidase inhibitor blintol, the selenium analogue of the naturally occurring glycosidase inhibitor salacinol

(Chemical Equation Presented) An efficient synthesis of blintol, the selenium congener of the naturally occurring glycosidase inhibitor salacinol, and a potent glucosidase inhibitor itself, is described. Unlike our previously reported synthesis, this impr