116144-00-4

Upstream product

• 122315-17-7 O¹,O³,O⁴,O⁶-Tetrabenzoyl-O²-methyl-β-D-glucopyranose 
• 20770-90-5 Methyl-4,6-O-benzyliden-2-O-methyl-α-D-glucopyranosid 
• 98-88-4 benzoyl chloride 
• 20908-66-1 methyl 2-O-methyl-α-D-glucopyranoside 
• 186581-53-3 diazomethane 
• 116143-98-7 3,4,6-tri-O-benzoyl-α-D-glucopyranose 

Downstream Products

• 280136-29-0 p-nitrophenyl 3,4,6-tri-O-benzoyl-2-O-methyl-α-D-glucopyranoside 
• 280136-60-9 1-O-acetyl 3,4,6-tri-O-benzoyl-2-O-methyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

Synthesis of monomethyl derivatives of p-nitrophenyl α-d-gluco, galacto, and mannopyranosides and their hydrolytic properties against α-glycosidases

All possible monomethyl derivatives of p-nitrophenyl α-D-gluco, galacto, and mannopyranosides were synthesized. Hydrolytic activities of α-glucosidase (rice), α-galactosidases (green coffee bean, Mortierella vinacea, and Aspergillus niger), and α-mannosidases (almond and jack bean) against them were elucidated. The 6-O-methyl galactopyranoside and mannopyranoside were hydrolyzed by the M. vinacea α-galactosidase and the almond and jack bean α-mannosidases, respectively, while these enzymes did not act on the 2-, 3-, and 4-O-methyl derivatives. On the other hand, rice α-glucosidase and green coffee bean and A. niger α-galactosidases had no hydrolyzing activities at all against the respective four monomethylated substrates.

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.