Naslov
Synthesis, NMR and MS Study Of Novel N-Sulfonylated Purine Derivatives

Autori
Žinić, Biserka ; Krizmanić, Irena ; Vikić-Topić, Dražen ; Srzić, Dunja ; Žinić Mladen

Izvornik
Croatica Chemica Acta (0011-1643) 74 (2001), 2; 399-414

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
synthesis; N9-sulfonyl; n6-sulfonyl; N6; N9-disulfonyl; purine derivatives; NMR study; MS study

Sažetak
Tosylation and mesylation of adenine (1) at room temperature give regioselectively N-9-sulfonylated purines 2 and 5. Excess of TsCl or MsCl at higher reaction temperatures leads to formation of unstable N-6, N-9-disulfonylated products 3 and 6, which easily transform into the corresponding N-6-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

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA