Efficient methods for the synthesis of [2-15N] guanosine and 2′-deoxy [2-15N] guanosine derivatives

K Kamaike, K Kinoshita, K Niwa, K Hirose…

Index: Kamaike; Kinoshita; Niwa; Hirose; Suzuki; Ishido Nucleosides, Nucleotides and Nucleic Acids, 2001 , vol. 20, # 1-2 p. 59 - 75

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Citation Number: 17

Abstract

The nucleophilic addition–elimination reaction of 2′, 3′, 5′-tri-O-acetyl-2-fluoro-O 6-[2-(4- nitrophenyl) ethyl] inosine (8) with [15N] benzylamine in the presence of triethylamine afforded the N 2-benzyl [2-15N] guanosine derivative (13) in a high yield, which was further converted into the N 2-benzoyl [2-15N] guanosine derivative by treatment with ruthenium trichloride and tetrabutyl-ammonium periodate. A similar sequence of reactions of 2′, 3′ ...