180852-61-3

Upstream product

• 501-53-1 benzyl chloroformate 

Downstream Products

• 192806-25-0 3,4,6-tri-O-benzyl-N-benzoxycarbonyl-1,2,5-trideoxy-2-fluoro-1,5-imino-D-glucitol 
• 180626-67-9 (2R,3R,4R,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-methanesulfonylamino-piperidine-1-carboxylic acid benzyl ester 
• 180626-66-8 (2R,3R,4R,5S)-5-Benzoylamino-3,4-bis-benzyloxy-2-benzyloxymethyl-piperidine-1-carboxylic acid benzyl ester 
• 180626-65-7 (2R,3R,4R,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(2-fluoro-acetylamino)-piperidine-1-carboxylic acid benzyl ester 
• 180626-63-5 2-azido-3,4,6-tri-O-benzyl-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-D-glucitol 
• 180626-64-6 (2R,3R,4R,5S)-5-Acetylamino-3,4-bis-benzyloxy-2-benzyloxymethyl-piperidine-1-carboxylic acid benzyl ester 
• 105265-96-1 2-acetamido-1,2-dideoxynojirimycin 

Relevant academic research and scientific papers

A novel approach to the 1-deoxynojirimycin system: Synthesis from sucrose of 2-acetamido-1,2-dideoxynojirimycin, as well as some 2-N-modified derivatives

6-Azido-1,3,4-tri-O-benzyl-6-deoxy-D-fructofuranose can be easily obtained in two steps from the known 6,6'-diazido-6,6'-dideoxysucrose (available in two steps from sucrose) and cyclized by controlled hydrogenation and concomitant intramolecular reductive amination to give 3,4,6-tri-O-benzyl- 1,5-dideoxy-1,5-imino-D-mannitol, a partially protected derivative of 1- deoxymannojirimycin. After N-protection, position 2 is regio-specifically available to modification. This novel approach was taken advantage of in a synthesis of 2-acetamido-1,2-dideoxynojirimycin and new analogues thereof. Results of inhibition studies conducted with these new compounds employing N- acetylhexosaminidases of various sources are discussed.