5517-54-4Relevant academic research and scientific papers
Facile approach to 2-acetamido-2-deoxy-β-D-glucopyranosides via a furanosyl oxazoline
Cai, Ye,Ling, Chang-Chun,Bundle, David R.
, p. 4021 - 4024 (2007/10/03)
(Chemical Equation Presented) A concise and convenient route that may be easily scaled is reported for the preparation of unprotected β-glucopyranosides of N-acetyl-D-glucosamine. Reaction of a wide variety of alcohols with a reactive, readily prepared furanosyl oxazoline under acidic conditions affords the corresponding β-D-glucopyranosides in good to high yields. Primary alcohols gave only β-D-glucopyranosides. A mechanism is proposed for this transformation.
2-Acetamido-1,2-dideoxynojirimycin: An improved synthesis
Furneaux,Gainsford,Lynch,Yorke
, p. 9605 - 9612 (2007/10/02)
The potent β-N-acetylglucosaminidase inhibitor, 2-acetamido-1,2-dideoxynojirimycin, was prepared in 6 steps from N-acetyl-D-glucosamine (overall yield 10%) via the double reductive amination of a keto aldehyde as the key step.
