REVERSED IMIDAZOLE NUCLEOSIDES - ALTERNATIVE PATHWAYS OF SYNTHESIS

The reversed imidazole nucleosides were obtained on three independent routes: a) by the nucleophilic substitution of terminal tosylate group in sugar derivatives with imidazole-1,8-diazabicyclo[5.4.0]undec-7-en e (DBU) salts, b) from monosugar derivatives with unprotected terminal hydroxy group and substituted imidazoles, under the Mitsunobu reactio ns conditions, c) by the reaction of monosugars possessing terminal pr imary amino group with 1,4-dinitroimidazoles. Limitations of these rou tes are discussed.