An improved method for the synthesis of nucleoside triphosphate analogues.
[reaction: see text] Nucleoside monophosphates, when activated by trifluoroacetic anhydride and N-methylimidazole, efficiently couple with a variety of electron-deficient diphosphonates in a reproducible and efficient manner (<2 h, >72% isolated yield). Unlike traditional methods for the preparation of nucleoside 5'-beta,gamma-methylenetriphosphate analogues, there is no requirement for predrying, or conversion to specific salt forms, of commercially available nucleoside monophosphate starting materials.
Mohamady
Samy
S
Department of Chemistry, Dalhousie University, Halifax, Nova Scotia, B3H 4J3, Canada.
Jakeman
David L
DL
D000089:Acetic Anhydrides; D005463:Fluoroacetates; D007093:Imidazoles; D009711:Nucleotides / Q000138:chemical synthesis*
D000089:Acetic Anhydrides; D005463:Fluoroacetates; D007093:Imidazoles; D009711:Nucleotides; C017958:trifluoroacetic anhydride; C018100:1-methylimidazole