112841-30-2

Upstream product

• 108-24-7 acetic anhydride 
• 2592-58-7 1,2,3,4,6-penta-O-benzoyl-β-D-glucopyranose 
• 64-19-7 acetic acid 
• 66530-18-5 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranose 
• 22415-91-4 1,2,3,4,6-penta-O-benzoyl-α-D-glucopyranose 

Downstream Products

• 41341-34-8 7-β-D-glucopyranosylguanine 
• 112841-31-3 N²-acetyl-7-(2',3',4',6'-tetra-O-benzoyl-β-D-glucopyranosyl)guanine 
• 112841-32-4 N²-acetyl-9-(2',3',4',6'-tetra-O-benzoyl-β-D-glucopyranosyl)guanine 
• 143056-35-3 N²-Acetyl-2-amino-6-chloro-9-(2',3',4',6'-tetra-O-benzoyl-β-D-glucopyranosyl)purine 
• 143056-36-4 N²-Acetyl-2-amino-6-chloro-7-(2',3',4',6'-tetra-O-benzoyl-β-D-glucopyranosyl)purine 

Relevant academic research and scientific papers

Identification of uric acid gluconucleoside-ascaroside conjugates in caenorhabditis elegans by combining synthesis and MicroED

Few nucleoside-derived natural products have been identified from animals, despite the ubiquity of nucleosides in living organisms. Here, we use a combination of synthesis and the emerging electron microscopy technique microcrystal electron diffraction to determine the structures of several N3-(β-glucopyranosyl)uric acid derivatives in Caenorhabditis elegans. These noncanonical gluconucleosides further integrate an ascaroside moiety, for which we present a shortened synthetic route. The production of a phosphorylated gluconucleoside is influenced by evolutionarily conserved insulin signaling.

AMMONOLYSIS OF PENTA-O-BENZOYL-α-D-GLUCOPYRANOSE IN AN APROTIC MEDIUM. CHARACTERIZATION OF THE PRODUCTS ISOLATED, AND CONFORMATIONAL ANALYSIS OF ELEVEN N-BENZOYL-D-GLUCOFURANOSYLAMINE DERIVATIVES

The reaction of penta-O-benzoyl-α-D-glucopyranose with chloroform-1,4-dioxane-liquid ammonia gave 1,1-bis(benzamido)-6-O-benzoyl-1-deoxy-D-glucitol (29.0percent), three partially benzoylated derivatives of N-benzoyl-α-D-glucofuranosylamine (23.6percent), a small proportion of N-benzoyl-di-O-benzoyl-β-D-glucofuranosylamine (0.2percent), and four partially benzoylated derivatives of α-D-glucopyranose (9.9percent).The structures of the hitherto-unknown products, and their anomeric configurations, were established by chemical and spectroscopic methods.The conformations in solution of both anomers of N-benzoyl-D-glucofuranosylamine, their partially benzoylated derivatives isolated from the ammonolysis reaction, and the per-O-acetyl derivatives of the various compounds were analyzed by (1)H-n.m.r.spectroscopy.