676342-80-6

Upstream product

• 676342-88-4 (2R,3S,4S,5R,6R)-3-((2R,3R,4R,5S,6R)-3-Azido-4-benzoyloxy-6-benzoyloxymethyl-5-benzyloxy-tetrahydro-pyran-2-yloxy)-5-benzoyloxy-4-benzyloxy-6-methoxy-tetrahydro-pyran-2-carboxylic acid 
• 81562-09-6 6-hydroxy-1,2:3,5-di-O-isopropylidene-α-D-glucofuranoside 
• 1415973-65-7 methyl 4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-α-L-idopyranosidurono-6,2-lactone 
• 1415974-58-1 methyl 4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-α-L-idopyranoside 
• 1415973-58-8 methyl 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside 
• 1415974-57-0 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl trichloroacetimidate 
• 1415974-54-7 6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl acetate 
• 1415974-10-5 methyl 4-O-(2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α-L-idopyranosidurono-6,2-lactone 
• 676342-87-3 C₅₁H₄₇Cl₃N₄O₁₄ 
• 676342-76-0 6-O-acetyl-4-O-(2-azido-4-O-benzyl-2-deoxy-3,6-di-O-benzoyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-L-idopyranosyl acetate 
• 676342-78-2 methyl 6-O-acetyl-4-O-(2-azido-4-O-benzyl-2-deoxy-3,6-di-O-benzoyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-α-L-idopyranoside 
• 676342-75-9 1,6-anhydro-4-O-(2-azido-4-O-benzyl-2-deoxy-3,6-di-O-benzoyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-β-L-idopyranoside 
• 334834-37-6 1,6-anhydro-2,3,4-triO-trimethylsilyl-β-L-idopyranose 
• 42926-91-0 3-O-benzyl-1,6-anhydro-β-L-idopyranose 

Downstream Products

• 676342-81-7 methyl 4-O-(2-azido-4-O-benzyl-2-deoxy-3,6-di-O-sulfonato-α-D-glucopyranosyl)-3-O-benzyl-2-O-sulfonato-α-L-idopyranosiduronic acid 

Relevant academic research and scientific papers

Divergent synthesis of 48 heparan sulfate-based disaccharides and probing the specific sugar-fibroblast growth factor-1 interaction

Several biological processes involve glycans, yet understanding their ligand specificities is impeded by their inherent diversity and difficult acquisition. Generating broad synthetic sugar libraries for bioevaluations is a powerful tool in unraveling gly

From D-Glucose to Biologically Potent L-Hexose Derivatives: Synthesis of α-L-Iduronidase Fluorogenic Detector and the Disaccharide Moieties of Bleomycin A2 and Heparan Sulfate

A novel and convenient route for the synthesis of biologically potent and rare L-hexose derivatives from D-glucose is described. Conversion of diacetone-α-D-glucose (14) into 1,2:3,5-di-O-isopropylidene-β -L-idofuranose (19) was efficiently carried out in two steps. Orthogonal isopropylidene rearrangement of compound 19 led to 1,2:5,6-di-O-isopropylidene-β-L-idofuranose (27), which underwent regioselective epimerization at the C3 position to give the L-talo- and 3-functionalized L-idofuranosyl derivatives. Hydrolysis of compound 19 under acidic conditions furnished 1,6-anhydro-β-L-idopyranose (35) in excellent yield, which was successfully transformed into the corresponding L-allo, L-altro, L-gulo, and L-ido derivatives via regioselective benzylation, benzoylation, triflation and nucleophilic substitution as the key steps. Applications of these 1,6-anhydro-β-L-hexopyranoses as valuable building blocks to the syntheses of 4-methylcoumarin-7-yl-α-L-iduronic acid and the disaccharide moieties of bleomycin A2 as well as heparan sulfate are highlighted.