A convenient synthesis of nucleoside monophosphate-N-acetylneuraminic acids (NMP-Neu5Ac).
Reaction of sialyl phosphites 2a,b with acetyl-protected ribonucleoside monophosphates 3C, 3U, 3A and 3G furnished without addition of a catalyst directly the corresponding beta-configurated sialyl ribonucleoside monophosphates 4C, 4U, 4A and 4G, respectively. Treatment of these compounds with sodium methanolate in methanol and sodium hydroxide afforded the disodium salts of CMP-Neu5Ac (1C), UMP-Neu5Ac (1U), AMP-Neu5Ac (1A), and GMP-Neu5Ac (1G).
Martin
T J
TJ
Fakultät Chemie, Universität Konstanz, Germany.
Braun
H
H
Schmidt
R R
RR
D003569:Cytidine Monophosphate N-Acetylneuraminic Acid / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D009711:Nucleotides / Q000138:chemical synthesis*; D012794:Sialic Acids / Q000138:chemical synthesis*
D009711:Nucleotides; D012794:Sialic Acids; D003569:Cytidine Monophosphate N-Acetylneuraminic Acid