Synthesis of Sugar Nucleotides by Application of Phosphoramidites

• DOI: 10.1021/jo802021t
• Publication Date: 2008-11-08T08:02:08Z
• Authors: Henrik Gold; Pieter van Delft; Nico Meeuwenoord; Jeroen D. C. Codée; Dmitri V. Filippov; Gerrit Eggink; Herman S. Overkleeft; Gijs A. van der M...
• Keywords: Phosphoramidite; Sugar phosphates

A new method for the construction of pyrophosphates is reported based on coupling a sugar phosphate and nucleoside phosphoramidite. The in situ formed phosphate−phosphite intermediate was subsequently oxidized with tBuOOH. Three UDP-N-acetylglucosamine derivatives were prepared using this one-pot procedure good yields.