2016
DOI: 10.5539/ijc.v8n1p188
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Synthesis of Some of Fluorinated Benzimidazole Nucleosides

Abstract: 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 c… Show more

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Cited by 5 publications
(4 citation statements)
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“…The ten signals of carbon were assigned to two of the sugar moieties (see the Experimental section). The 13 C NMR of the CF3 group showed at δ121.54, 104.87 and 108.52 of Compounds 3, 6, and 7, respectively Mass: M + 493.01, 173.04 (100%) [8,9].…”
Section: Resultsmentioning
confidence: 99%
“…The ten signals of carbon were assigned to two of the sugar moieties (see the Experimental section). The 13 C NMR of the CF3 group showed at δ121.54, 104.87 and 108.52 of Compounds 3, 6, and 7, respectively Mass: M + 493.01, 173.04 (100%) [8,9].…”
Section: Resultsmentioning
confidence: 99%
“…The five signals were assigned to C-1', C-2', C-3', C-4', and C-5' of the sugar moiety, at δ 89.52 C 1`, 76.47 C 2`, 74.93 C 3`, 71.98 C 4` and 63.82 C 5` for compound 5, and at δ 89.89 C 1`, 79.31 C 2`, 76.41 C 3`, 69.29 C 4`, 61.63 C 5` for compound 6. The 13 C NMR of CF 3 group showed at δ119.80, 119.32 and 118.96 of compounds 2, 5 and 6 respectively (Break, 2016 andBreak,2015. 13 CNMR shifts of C=S group: those of derivatives 2, 5, and 6 lie in the region of 188.2, 189.2 and 190.1 ppm, respectively that of thion groups. (Hanusek J., et al;2001).…”
Section: Resultsmentioning
confidence: 99%
“…After reducing the azido group of nucleosides 72 with hydrogen on Raney nickel, the resulting compound, 2-Amino-5,6-dichloro-1-(2-deoxy-D-erythro-pentofuranosyl) benzimidazole (9a), could be obtained. 29…”
Section: Methodsmentioning
confidence: 99%