174155-13-6

Upstream product

• 639504-86-2 methyl 2,3,4-tri-O-benzyl-6-cyano-6-deoxy-α-D-glucopyranoside 
• 85716-43-4 methyl 6-deoxy-6-iodo-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 53008-65-4 methyl 2,3,4-tri-O-benzyl-D-glucopyranoside 
• 133918-92-0 METHYL 2,3,4-TRI-O-BENZYL-6-DEOXY-α-D-GLUCOHEPTOPYRANOSIDE 
• 127214-37-3 (2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-methoxy-6-vinyl-tetrahydro-pyran 
• 83051-88-1 methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside 

Downstream Products

• 168921-63-9 (3R,4R,5R)-5-Hydroxymethyl-1-[2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethyl]-piperidine-3,4-diol 
• 68027-31-6 2-((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)ethanol 
• 103597-20-2 methyl 2,3,4-tri-O-benzyl-D-glycero-α-D-gluco-heptopyranoside 
• 122588-51-6 methyl-2,3,4-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside 
• 1182839-27-5 (2R)-1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-4-penten-2-ol 
• 1182839-40-2 1-[methyl 2,3,4-tri-O-benzyl-α-D-xylopyranosidyl]-6-hepten-2-ol 
• 1182839-47-9 1-[methyl 2,3,4-tri-O-benzyl-α-D-xilopyranosidyl]-6-hepten-2-ol 

Relevant academic research and scientific papers

Synthesis of glycosyl chlorides with acid-labile protecting groups

Glycosyl chlorides with acid-labile protecting groups were prepared from their corresponding alcohols under basic conditions in good yields. The synthesis of a 1,6-C-linked disaccharide was carried out via reaction of a glycosyl chloride with an aldehyde

α-Bromophosphonate analogs of glucose-6-phosphate are inhibitors of glucose-6-phosphatase

Glucose-6-phosphatase (G6Pase) is an essential metabolic enzyme that has upregulated activity in Type II diabetes. Synthetic analogs of the G6Pase substrate, glucose-6-phosphate (G6P), may provide new tools to probe enzyme activity, or lead to specific inhibitors of glycosylphosphatase enzymes. Here we have developed synthetic routes to a panel of non-hydrolyzable G6P analogs containing α-bromo, α,α-dibromo, and α-bromo-α, β-unsaturated phosphonates compatible with a carbohydrate nucleus. We confirm that these functionalities have potency as inhibitors of G6Pase in vitro, providing a series of new phosphate isosteres that can be exploited for inhibitor design.

Samariumdiiodid-vermittelte Kupplung von Glycosylphosphaten mit Kohlenstoffradikal- oder -anion-Acceptoren - Synthese von C-Glycosiden

Keywords: C-Glycoside; Verknuepfungen; Samariumverbindungen; Synthesemethoden