Synthesis of Some of Fluorinated Benzimidazole Nucleosides
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Fluorinated nucleosides very important in increased biological and chemical stability of organ fluorine compounds. Synthesis of two 5-(Trifluoromethyl)-1H-benzimidazole derivatives (3) and (4).
Ribosylation of each compound (3) and (4) with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6) afforded mixture b- and a- anomeric of the benzoylated nucleoside derivatives (8), (9) and b- anomeric (12), respectively. Debenzoylation of the protected nucleosides by reaction with sodium metal in dry methanol yielded the corresponding free N-nucleosides (10), (11) and (13) respectively. The new synthesized compounds were characterized using the well-known spectroscopic tools (IR, 1HNMR, 13CNMR and mass spectroscopy).
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