Synthesis of sialic acid-containing nucleotide sugars: CMP-sialic acid analogs.
Syntheses of some sialic acid-containing nucleotide sugars are reported. The reaction of methyl[(2-hydroxy)ethyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-alpha-D-galacto -2- nonulopyranosid]onate (4) with various fully protected hydrogen phosphonates of nucleotides (5a-c) in the presence of 2,4,6-triisopropylbenzenesulfonyl chloride (TPS-Cl), gave, after oxidation and deprotection, the corresponding sialic acid-containing nucleotide sugar analogs (8a-c).
Ikeda
K
K
School of Pharmaceutical Sciences, University of Shizuoka, Japan.
Nagao
Y
Y
Achiwa
K
K
D003569:Cytidine Monophosphate N-Acetylneuraminic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure
D003569:Cytidine Monophosphate N-Acetylneuraminic Acid