189825-44-3

Upstream product

• 161365-25-9 [(3aR,4R,5R,7aS)-7-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-5-yl]-carbamic acid benzyl ester 
• 189825-43-2 methyl 2,3,4-tri-O-(methoxymethyl)-6-methylene-α-D-glucopyranoside 
• 58479-62-2 (2R,3S,4S,5R,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3,4,5-triol 
• 130669-74-8 (1S,2S,5R,6R)-3-bromo-5,6-epoxy-1,2-O-isopropylidencyclohex-3-en-1,2-diol 
• 189825-32-9 (1S,2S,5S,6S)-4-bromo-2-chloro-5,6-(O-isopropylidenedioxy)cyclohex-3-en-1-ol 
• 189825-42-1 methyl 2,3,4-tri-O-(methoxymethyl)-α-D-glucopyranoside 
• 189825-33-0 (1R,2R,5S,6S)-2-azido-4-bromo-5,6-isopropylidenedioxycyclohexa-3-ene-1-ol 
• 189825-34-1 (3R,4R,5S,6S)-3-azido-1-bromo-4-[(tert-butyldimethylsilyl)oxy]-5,6-(O-isopropylidenedioxy)cyclohex-1-ene 
• 189825-41-0 methyl 6-O-(tert-butyldiphenylsilyl)-2,3,4-tri-O-(methoxymethyl)-α-D-glucopyranoside 

Downstream Products

• 198562-84-4 ((1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-{(4R,5R)-5-[(S)-1-hydroxy-3-((2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-methoxymethoxy-tetrahydro-pyran-2-yl)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester 

Relevant academic research and scientific papers

Synthesis and biological evaluation of aza-C-disaccharides: (1→6), (1→4), and (1→1) linked sugar mimics

The synthesis of (1→6), (1→4), and (1→1) linked aza-C- disaccharides, a novel class of glycomimetic compounds, is described. The polyhydroxylated piperidine ring was synthesized using vinyl bromide 11 as a common intermediate which was synthesized de novo

Synthesis of carbohydrate mimics: α-1-C-substituted-deoxymannojirimycins

Methodology for the construction of diverse α-1-C-substituted-deoxymannojirimycin analogues is reported. The pseudoanomeric carbon-carbon bond was found using a Suzuki cross-coupling between vinyl bromide 5, derived biocatalytically from bromobenzene, and an aryl, alkyl, or carbohydrate boron coupling partner. Ozonolysis and stereoselective reduction followed by an intramolecular nucleophilic ring closing served to form the polyhydroxylated piperidine ring.