97961-45-0Relevant academic research and scientific papers
Oxidation of Pyrimidine Base Derivatives with m-Chloroperbenzoic Acid
Harayama, Takashi,Kotoji, Kayoko,Yanada, Reiko,Yoneda, Fumio,Taga, Tooru,et al.
, p. 2354 - 2361 (2007/10/02)
Oxidation of 1,3-dimethylthymine (1), 3',5'-diacetylthymidine (2), 1,3-dimethyluracil (3), 5-fluoro-1,3-dimethyluracil (4), and 2',3',5'-triacetyluridine (5) with m-chloroperbenzoic acid were investigated.Dimethylthymine (1) gave the hydroxy ester (6), the stereostructure of which was determined by an X-ray analysis, while diacetylthymidine (2) gave 10a and 10b.Dimethyluracil (3) provided 11, 12, and 13, and 5-fluoro-dimethyluracil (4) provided 11.Triacetyluridine (5) afforded 16 in dichloromethane and 17 in benzene.A plausible mechanism for formation of these oxidation products is presented.Keywords - m-chloroperbenzoic acid oxidation; 1,3-dimethylthymine; 3',5'-diacetylthymidine; 1,3-dimethyluracil; 5-fluoro-1,3-dimethyluracil; 2',3',5'-triacetyluridine; cis-1,3-dimethyl-5,6-dihydroxy-5,6-dihydrothymine
