Unusual competition between nitrogen and carbon methylation of nucleosides by methyl radical in various aqueous media

MF Zady, JL Wong

Index: Zady, Mona F.; Wong, John L. Journal of Organic Chemistry, 1980 , vol. 45, # 12 p. 2373 - 2377

Full Text: HTML

Citation Number: 16

Abstract

Results The five nucleosides studied and their pK, values are shown in Chart I, The methyl radical was generated by photolysis (X> 300 nm) of the tert-butyl peracetate in an aqueous medium in the pH range of 1-12. The yields of the methylated products were determined by high-pressure LC i" alyses, and these percent yields are plotted as a function of pH in Figures 1-5. In all cases, at least 80% of the nucleoside was recovered as starting material ...