1269489-97-5Relevant academic research and scientific papers
Use of N,O-dimethylhydroxylamine as an anomeric protecting group in carbohydrate synthesis
Dasgupta, Somnath,Nitz, Mark
, p. 1918 - 1921 (2011/06/24)
The N,O-dimethyloxyamine-N-glycosides are introducedas anomerically protected building blocks for carbohydrate synthesis. These N-glycosides are stable to a variety of protecting group manipulations including acylation, alkylation, silylation, and acetal formation. The alkoxyamine-N-glycosides can be cleaved selectively with N-chlorosuccinimide to give the desired hemiacetals in excellent yield. Furthermore, these Nglycosides are stable to the activation conditions required for glycosylation using thioglycoside and trichloroacetimidate glycosyl donors suggesting N,O-dialkoxyamine-N-glycosides will be useful for complex oligosaccharide synthesis.
