153373-52-5

Usage

Chemical Properties

White Powder

Upstream product

• 108-24-7 acetic anhydride 
• 138381-83-6 4,6-O-(R-Benzylidene)-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-D-glucitol 

Downstream Products

• 230286-23-4 4,6-O-benzylidene-1,5-benzyloxycarbonylimino-1,5-dideoxy-D-galactitol 
• 172139-95-6 (2R,3R,4R,5S)-3,4,5-Triacetoxy-2-[(2R,4S,5R,6R)-4-acetoxy-5-acetylamino-2-methoxycarbonyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-yloxymethyl]-piperidine-1-carboxylic acid benzyl ester 
• 153482-74-7 O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>6)-2,3,4-tri-O-acetyl-1,5-benzyloxycarbonylimino-1,5-dideoxy-D-galactitol 
• 153373-55-8 (2R,3R,4R,5S)-4,5-Diacetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-trifluoromethanesulfonyloxy-piperidine-1-carboxylic acid benzyl ester 
• 153373-56-9 2,34-tri-O-acetyl-1,5-benzyloxycarbonylimino6-O-tert-butyldiphenylsilyl-1,5-dideoxy-D-galactitol 
• 153373-54-7 2,3-di-O-acetyl-1,5-benzyloxycarbonylimino6-O-tert-butyldiphenylsilyl-1,5-dideoxy-D-glucito 
• 172033-94-2 1,5-benzyloxycarbonylimino-6-O-tert-butyldiphenylsilyl-1,5-dideoxy-D-galactitol 
• 153373-57-0 2,3,4-tri-O-acetyl-1,5-benzyloxycarbonylimino6-1,5-dideoxy-D-galactitol 
• 172139-94-5 (2R,3S,4R,5S)-3,4,5-Trihydroxy-2-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester 
• 153373-58-1 O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>6)-2,3-di-O-acetyl-1,5-benzyloxycarbonylimino-1,5-dideoxy-D-glucitol 
• 153373-53-6 2,3-di-O-acetyl-1,5-benzyloxycarbonylimino-1,5-dideoxy-D-glucitol 

Relevant academic research and scientific papers

Synthetic and structural studies of α-sialyl-(2 -> 6) and α-sialyl-(2 -> 3) 1-deoxynojirimycin derivatives potentially used for biomedical applications

Suitably protected derivatives of 1-deoxynojirimycin (1,5-dideoxy-1,5-imino-D-glucitol, DNJ) and its D-galacto analog were coupled with 2-thioglycosides of N-acetylneuraminic acid.The resulying disaccharides were converted into a variety of α-sialyl-(2 -> 6)- and α-sialyl-(2 -> 3)-DNJ derivatives, including the cyclic lactams 6-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylono-1',5-lactam)-1,5-dideoxy-1,5-imino-D-glucitol and -D-galactitol.The structural features of the synthetic compounds were investigated by ion-spray mass and 1H NMR spectrometry.The 1C4 conformation of N-tert-butoxycarbonyl-DNJ, a synthetic intermediate having the gluco configuration, was confirmed by X-ray crystallography.Keywords: Synthetic and structural studies; α-Sialyl-(2 -> 6); α-Sialyl-(2 -> 3); Deoxynojirimycin derivatives; Biomedical applications.