474426-79-4

Upstream product

• 62-53-3 aniline 
• 474426-72-7 acetic 1,2,3,4-tetra-O-acetyl-β-D-glucopyranuronic anhydride 
• 62133-77-1 1,2,3,4-tetra-O-acetyl-β-D-glucopyranuronic acid 

Downstream Products

• 926641-89-6 phenyl 2,3,4-tri-O-acetyl-β-D-glucopyranuric acid N-phenylamide 
• 926641-75-0 2,3,4-tri-O-acetyl-1,6-anhydro-6-Z-phenylimino-β-D-glucopyranose 
• 474426-99-8 2,3,4-tri-O-acetyl-1-chloro-1-deoxy-α-D-glucopyranuron-N-phenylamide 
• 926641-71-6 2,3,4-tri-O-acetyl-1-bromo-1-deoxy-α-D-glucopyranosiduronic acid N-phenylamide 

Relevant academic research and scientific papers

Synthesis of α-glucuronic acid and amide derivatives in the presence of a participating 2-acyl protecting group

(graph presented) Participating acyl groups located at C-2 in glucosyl and related donors generally promote formation of 1,2-trans-glycosides. Reactions of some glucuronic acid donors with TMSN3/SnCl4 or ROH/SnCl4 gave only the 1,2-cis-glycoside. The stereoselectivity is consistent with participation of the C-6 group. The methodology was used for the synthesis of a Kdn2en mimetic with the α-configuration.

Synthesis and structural analysis of the anilides of glucuronic acid and orientation of the groups on the carbohydrate scaffolding

The synthesis of anilides derived from glucuronic acid is described. Secondary anilides had a Z configuration in the solid state and showed intramolecular and intermolecular hydrogen bonding. However, on the basis of NMR and IR studies, there was generall