425641-98-1

Upstream product

• 129378-52-5 2-tert-butyldimethylsilyl-N,N-dimethylimidazole-1-sulfonamide 
• 103795-12-6 (R)-2-(benzyloxy)-2-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde 

Downstream Products

• 425642-04-2 3,4-bis-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-(1H-imidazol-4-yl)-butan-2-ol 
• 425642-05-3 6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-6,7-dihydro-5H-pyrrolo[1,2-c]imidazole 
• 425642-03-1 (2R,3R,4S)-3,4-Bis-benzyloxy-4-(1H-imidazol-4-yl)-butane-1,2-diol 
• 425642-06-4 (6,7-bis-benzyloxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-5-yl)-methanol 

Relevant academic research and scientific papers

Stereomeric pyrrolidinopentoses bearing an imidazole ring - Synthesis, chiroptical properties, and evaluation as potential sugar-mimic glycosidase inhibitors

The syntheses of the imidazolo-pyrrolidino-pentoses ent-2 (Larabino), 3 (D-xylo), 4 (D-lyxo), ent-4 (L-lyxo), and 5 (D-ribo) are reported, completing the series of all eight possible stereomers. The corresponding five linear imidazolo sugar precursors were prepared by nucleophilic addition of C(4)-metallated imidazole derivatives to the appropriately configured and protected aldotetroses. Cyclisation of the resulting linear imidazolo-carbohydrates was performed by means of intramolecular Walden inversion processes, followed by deprotection to afford the five target imidazolo-sugars. Three of the four D-configured stereomers proved to be good to moderate glycosidase inhibitors, as determined by Michaelis-Menten kinetics.