111869-42-2Relevant articles and documents
Synthesis of 7-Deaza-2',3'-dideoxyguanosine by Deoxygenation of Its 2'-Deoxy-β-D-ribofuranoside
Seela, Frank,Muth, Heinz-Peter
, p. 215 - 220 (2007/10/02)
7-Deaza-2',3'-dideoxyguanosine (4) was prepared by Barton deoxygenation from 7-deaza-2'-deoxyguanosine (1).Protection of the 5'-hydroxy group was accomplished by the 4,4'-dimethoxytriphenylmethyl residue.The 2-amino function was protected either with the same group or the dimethylaminomethylene residue.Assignment of 1H- and 13C-NMR signals of the 2',3'-dideoxy-β-D-glycero-pentofuranosyl moiety of 4 was made on the basis of 2D-NMR spectra.In contrast to 2',3'-dideoxyguanosine compound 4 has an extremely stable N-glycosylic bond towards proton-catalyzed hydrolysis.