Studies of Nucleosides and Nucleotides. LXVI. Purine Cyclonucleosides 29. N-Oxides of Adenine Cyclonucleosides
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概要
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N^1-Oxides of 8,2'-, 8,3'- and 8,5'-S-cycloadenosine were synthesized by the oxidation using monoperphthalic acid. The structure of these N-oxides was confirmed by unambiguous synthesis from 2'- or 3'-O-triisopropylbenzenesulfonyl-8-bromoadenosine, which were oxidized at N^1-atom and cyclized with NaSH to give 2'- or 3'-S-cyclonucleoside N-oxide. For 5'-isomer, 2', 3'-ethoxymethylidene-5'-tosyl-8-bromoadenosine was converted to 8-mercapto N^1-oxide by the successive treatment with monoperphthalic acid and NaSH. Cyclization with sodium acetate in dimethylformamide and removal of ethoxymethylidene group with acetic acid gave 8,5'-S-cycloadenosine N^1-oxide. Ultraviolet and nuclear magnetic resonance spectral properties of these N-oxides were investigated.
- 公益社団法人日本薬学会の論文
- 1975-11-25
著者
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池原 森男
Faculty of Pharmaceutical Sciences, Osaka University(Present address)
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小木曽 雄子
Faculty Of Pharmaceutical Sciences Osaka University
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池原 森男
Faculty Of Pharmaceutical Sciences Osaka University
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