941476-75-1

Upstream product

• 183266-61-7 1-(trifluoroacetyl)benzotriazole 
• 87-63-8 2-chloro-6-methylaniline 

Downstream Products

• 1228757-56-9 N-(2-chloro-6-methylphenyl)trifluoroacetimidoyl chloride 
• 1228757-64-9 N-(2-chloro-6-methylphenyl)-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl) trifluoroacetimidate 
• 1228757-60-5 N-(2-chloro-6-methylphenyl)-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl) trifluoroacetimidate 

Relevant academic research and scientific papers

N-aryl-O-glycosyl haloacetimidates as glycosyl donors

Reaction of 1-O-unprotected tetra-O-acetyl- and tetra-O-benzyl- glucopyranose with N-aryl haloacetimidoyl chlorides in the presence of sodium hydride and 15-crown-5 afforded N-aryl-O-glucopyranosyl haloacetimidates. Mainly the β-anomers were obtained in this anomeric O-acylation-type reaction. The glycosyl donor properties of these haloacetimidates were investigated with 6-O- and 4-O-unprotected glucopyranosides as acceptors. The results were compared with those obtained with the corresponding O-glucopyranosyl trichloroacetimidates as glycosyl donors and the same acceptors. It was found that N-(2-chloro-6-methylphenyl)-O-glucopyranosyl trifluoroacetimidates (16Ad, 16Bd) exhibit glycosyl donor properties closely related to those of the corresponding N-unsubstituted O-glucopyranosyl trichloroacetimidates (12A, 12B). Copyright Taylor & Francis Group, LLC.