Nucleosides and Nucleotides. XIV. Synthesis of 6-Alkylthiouridines and Uridine-6-sulfonic Acid
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概要
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Treatment of 5'-O-acetyl-2', 3'-O-isopropylidene-5-bromouridine with benzyl mercaptan yielded both 5-benzylthio and 6-benzylthio derivatives, (IIa) and (IIIa). Deprotection of those derivatives gave 5-benzylthiouridine (IIc) and 6-benzylthiouridine (IIIc). Treatment of IIIa with methoxide followed by H_2S afforded 2', 3'-O-isopropylidene-6-thiouridine (IV). Methylation of IV gave 6-methylthiouridine (VI) after deblocking. Oxidation of IV with hydrogen peroxide afforded uridine-6-sulfonic acid (VII), an orotidine analog. Nuclear magnetic resonance and circular dichroism data were given and conformations of these nucleosides were discussed.
- 社団法人日本薬学会の論文
- 1975-11-25
著者
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上田 亨
Faculty of Pharmaceutical Science, Hokkaido University
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井上 英夫
Faculty of Pharmaceutical Sciences, Hokkaido University
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井上 英夫
北海道大学薬学部
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富田 節子
Faculty of Pharmaceutical Sciences, Hokkaido University
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富田 節子
Faculty Of Pharmaceutical Sciences Hokkaido University
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井上 英夫
Faculty Of Pharmaceutical Sciences Hokkaido University
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