476310-36-8

Upstream product

• 188567-96-6 (3R,4R)-5-(tert-butyldimethylsiloxy)-3,4-(isopropylidenedioxy)pent-1-ene 
• 114817-96-8 [(4R,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]methanol 
• 133814-94-5 (2S,3R)-2,3-O-isopropylidene-1-O-p-tosyl-4-pentene-1,2,3-triol 
• 476310-35-7 N-benzyl-N-[(trimethylsilyl)methyl]-N-{[(4R,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]methyl}amine 

Relevant academic research and scientific papers

A new access to polyhydroxy piperidines of the azasugar class: Synthesis and glycosidase inhibition studies

A new synthetic strategy has been devised to access a variety of polyhydroxylated piperidines belonging to the azasugar class of glycosidase inhibitors. The key precursor (3aR, 7aR)-5-benzyl-2,2-dimethyl-7-methylenehexahydro[1,3]dioxo[4,5-c]pyridine is obtained by photoinduced electron transfer (PET) cyclization of the corresponding α-trimethylsilylmethylamine radical cation to the tethered acetylene functionality. The new molecules have been evaluated for inhibitory properties for certain β-glycosidases and have been found to be moderate to weak inhibitors of the enzymes under study.

Design and Development of a Common Synthetic Strategy for a Variety of 1-N-Iminosugars

(Matrix Presented) A new synthetic strategy has been developed for a general approach toward the synthesis of a variety of 1-N-iminosugar-type glycosidase inhibitors utilizing precursors developed by the PET-mediated cyclization of α-trimethylsilylmethyla