118397-01-6Relevant academic research and scientific papers
Nucleosides. Part 5. Isolation and Characterization of the Stable Cyclic Adducts, (5R,6S)- and (5S,6S)-Bromo-O6,5'-cyclo-5,6-dihydrouridines in the Bromination of 2',3'-O-Isopropylideneuridine with N-Bromosuccinimide
Hirota, Kosaku,Tomishi, Tetsuo,Sako, Magoichi,Maki, Yoshifumi
, p. 2227 - 2232 (2007/10/02)
Bromination of 2'3'-O-isopropylidineuridine (1) with N-bromosuccinimide in chloroform containing acetic acid gave two diastreomeric cyclic adducts, (5R,6S)- and (5S,6S)-bromo-O6,5'-cyclo-5,6-dihydro-2',3'-O-isopropylideneuridines (4a) and (4b), whose structures were determined on the basis of their chemical reactivities and 1H n.m.r. spectral results.The cyclic adducts (4a) and (4b) formed an equilibrum mixture under acidic conditions , while under neutral and basic conditions both adducts were converted into 5-bromo-2',3'-O-isopropylidineuridine (2).
