4257-82-3Relevant academic research and scientific papers
N-aryl-O-glycosyl haloacetimidates as glycosyl donors
Huchel, Uschi,Tiwari, Pallavi,Schmidt, Richard R.
experimental part, p. 61 - 75 (2011/07/06)
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.
The Application of N-Substituted Trichloroacetamides as in situ Isocyanate Generating Reagents for the Synthesis of Acylureas and Sulfonylureas
Atanassova, Ivanka A.,Petrov, Jan S.,Mollov, Nikola M.
, p. 734 - 736 (2007/10/02)
In dimethylsulfoxide solution in the presence of excess of powdered sodium hydroxide, N-substituted trichloroacetamides 1 are used as in situ isocyanate generating reagents which can react with carboxamides or sulfonamides 2 to afford acylureas or sulfonylureas 3.
