108801-91-8Relevant academic research and scientific papers
Synthesis, NMR and MS study of novel N-sulfonylated purine derivatives
Zinic, Biserka,Krizmanic, Irena,Vikic-Topic, Drazen,Srzic, Dunja,Zinic, Mladen
, p. 399 - 414 (2007/10/03)
Tosylation and mesylation of adenine (1) at room temperature give regioselectively N9-sulfonylated purines 2 and 5. Excess of TsCl or MsCl at higher reaction temperatures leads to formation of unstable N6,N9-disulfonylated products 3 and 6, which easily transform into the corresponding N6-monosulfonylated product 4. Two N-sulfonylated purine nucleoside derivatives 12 and 15 have also been prepared. 1D/2D NMR determined the site of sulfonylation and the spatial arrangement of the substituents. MS spectra showed unexpected rearrangement of protonated molecular ions that occurs upon the loss of SO2.
