A new method for the synthesis of 2′-O-benzyladenosine using Mitsunobu reaction

…, T Fuzikawa, K Harumoto, T Maruyama

Index: Kozai, Shigetada; Fuzikawa, Tomoyo; Harumoto, Keisuke; Maruyama, Tokumi Nucleosides, Nucleotides and Nucleic Acids, 2003 , vol. 22, # 2 p. 145 - 151

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Abstract

Abstract A new method to introduce a benzyl group onto the 2′-OH of purine ribonucleoside is described. Thus, 6-chloropurine 3′-O-benzoylriboside and its 5′-O-trityl congener were condensed with benzyl alcohol using the Mitsunobu reaction to give the 2′- O-benzyl derivative. The yields were varied from 4.6 to 62.9% depending on the solvent used. The product was converted to adenosine, indicating that the stereochemistry at C-2 ...

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