441771-42-2

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 158570-84-4 2,3,4,6-tetra-O-benzyl-D-galactitol 
• 6386-24-9 2,3,4,6-tetra-O-benzyl-D-galactopyranose 

Downstream Products

• 1203659-58-8 N-allyl-2,3,4,6-tetra-O-benzyl-L-altro-1-deoxynojirimycin 
• 1376554-96-9 (2R,3R,4S,5R,6S)-2-chloro-3,4,5-tris(benzyloxy)-6-benzyloxymethyltetrahydrothiopyran 1,1-dioxide 
• 1376554-75-4 (2S,3R,4R,5R)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)tetrahydro-2H-thiopyran 
• 402475-59-6 ((1S,2R,3S)-4-(benzyloxymethyl)cycylopent-4-ene-1,2,3-triyl)tris(oxy)tris(methylene)tribenzene 
• 441061-42-3 (2S,3S,4R,5S)-1-butyl-3,4,5-tris(phenylmethoxy)-2-[(phenylmethoxy)methyl]piperidine 
• 441061-44-5 (2S,3S,4R,5S)-1-butyl-2-(hydroxymethyl)piperidine-3,4,5-triol 

Relevant academic research and scientific papers

Pharmaceutically active piperidine derivatives

Compounds of formula (I): wherein R represents various substituent groups, are useful as inhibitors of glucosylceramide synthase.

Convenient one-pot synthesis of thiosugars and their efficient conversion to polyoxygenated cycloalkenes

A convenient synthesis of polyoxygenated tetrahydrothiopyrans and thiepanes from various alditol derivatives with xylo, ribo, manno, gluco, galacto, and fuco configurations is described. The preparation started from the corresponding partially protected a

Dual-action lipophilic iminosugar improves glycemic control in obese rodents by reduction of visceral glycosphingolipids and buffering of carbohydrate assimilation

The lipophilic iminosugar N-[5-(adamantan-1-ylmethoxy)pentyl]-1- deoxynojirimycin (2, AMP-DNM) potently controls hyperglycemia in obese rodent models of insulin resistance. The reduction of visceral glycosphingolipids by 2 is thought to underlie its beneficial action. It cannot, however, be excluded that concomitant inhibition of intestinal glycosidases and associated buffering of carbohydrate assimilation add to this. To firmly establish the mode of action of 2, we developed a panel of lipophilic iminosugars varying in configuration at C-4/C-5 and N-substitution of the iminosugar. From these we identified the L-ido derivative of 2, L-ido-AMP-DNM (4), as a selective inhibitor of glycosphingolipid synthesis. Compound 4 lowered visceral glycosphingolipids in ob/ob mice and ZDF rats on a par with 2. In contrast to 2, 4 did not inhibit sucrase activity or sucrose assimilation. Treatment with 4 was significantly less effective in reducing blood glucose and HbA1c. We conclude that the combination of reduction of glycosphingolipids in tissue and buffering of carbohydrate assimilation by 2 produces a superior glucose homeostasis.

Stereocontrolled formation of protected aminodeoxyalditols from simple carbohydrate precursors by debenzylating cycloetherification

A new and highly efficient methodology for the stereocontrolled synthesis of aminodeoxyalditols is described through a dimesylation/intramolecular SN2 nucleophilic substitution ringforming reaction sequence from glucose, mannose, and galactose derivatives