Protecting group-free method for synthesis of N-glycosyl carbamates and an assessment of the anomeric effect of nitrogen in the carbamate group
Carbohydrate Research(2021)
摘要
The first protecting group-free synthesis of N-glycosyl carbamates has been developed through reaction of Dglucose with n-butyl carbamate in acidic aqueous media. The structures of the N-glucosyl carbamates were unambiguously determined by comparison with authentic samples, prepared using the isocyanide method. With this protective group-free method for synthesis of N-glycosyl carbamates in hand, an anomeric pair of N-xylopyranosyl carbamates were prepared and used to assess the anomeric effect of nitrogen in the carbamate group.
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关键词
Protective group-free synthesis,N-glycosyl carbamate,Xylose,Anomeric effect,DFT calculations
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