Synthesis New of Nucleoside of 1,3-bis-(2,3,5-tri-O-Benzoyl-β-D-Ribofuranosyl)-8-(Trifluoromethyl)-2-Methyl-4-Quinazolinone

Fluorinated nucleosides are very important for increased biological and chemical stability of organ fluorine compounds. Synthesis of (1H)-8-trifluloromethyl-2-methyl-4-quinazolinone 3 from 2-amino-3-(trifluoromethyl) benzoic acid 1 was performed. Ribosylation of compound 4 with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-d-ribofuranose 5 using the silylation method created the benzoylated nucleoside derivative 6. Debenzoylation of the protected nucleoside 6 via reaction with sodium metal in dry methanol to create the corresponding free nucleoside 1,3-bis-(2,3,5-tri-O-benzoyl-β-d-ribofuranosyl)-8-(trifluoromethyl)-2-methyl-4-quinazolinone 7. The structures of the newly synthesis compounds have been confirmed on the basis of IR, 1HNMR, 13CNMR, and mass spectral data.

Synthesis of Some of Fluorinated Benzimidazole Nucleosides

<p>Fluorinated nucleosides very important in increased biological and chemical stability of organ fluorine compounds. Synthesis of two 5-(Trifluoromethyl)-<em>1H</em>-benzimidazole derivatives (3) and (4).</p><p>Ribosylation of each compound (3) and (4) with 1-<em>O</em>-acetyl-2,3,5-tri-<em>O</em>-benzoyl-<em>β</em>-D-ribofuranose (6) afforded mixture <em>b</em>- and <em>a</em>- anomeric of the benzoylated nucleoside derivatives (8), (9) and <em>b</em>- 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).</p>