95305-84-3Relevant academic research and scientific papers
REACTION OF 2,2'-ANHYDRO-1-(β-D-ARABINOFURANOSYL)-6-AZAURACIL, 4-CHLOROPYRIMIDINE AND 6-CHLOROPURINE NUCLEOSIDES WITH AMINO ACIDS
Hrebabecky, Hubert,Beranek, Jiri
, p. 2689 - 2697 (2007/10/02)
Reaction of cycloazauridine I with glycine and L-lysine in water at pH 10 afforded the glycine derivative II and the Nε-lysine derivative III, respectively.An identical sample of III was prepared by reaction of Nα-formyl-L-lysine with I followed by deformylation of the formed IV.L-Arginine reacts with I in water to give the Nα-derivative V.Under analogous conditions, 6-chloro-9-β-D-ribofuranosylpurine and L-lysine afford the Nε-derivative X.Reaction with Nα- and Nε-formyl-L-lysine at pH 10 leads to the Nε- and Nα-ribosylpurinyl derivatives XI and XII which are deformylated with hydrochloric acid to compounds X and XIII.Benzyl glycinate reacts with 4-chloro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)- and 4-chloro-1-2,3,5-tri-O-benzoyl-β-D-arabinofuranosyl)pyrimidin-2(1H)-one in chloroform to give benzyl N-(1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyrimidin-2(1H)-on-4-yl)glycinate (VI) and N-(1-(2,3,5-tri-O-benzoyl-β-D-arabinofuranosyl)pyrimidin-2(1H)-on-4-yl)glycinate (VIII).Their methanolysis with sodium methoxide afforded the free methyl glycinates VII and IX.The reaction of poly(L-lysine) with I and 6-chloro-9-β-D-ribofuranosylpurine was investigated.
