Synthesis and Antiviral Activity of 3'-Fluorocarbocyclic Oxetanocin A
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概要
- 論文の詳細を見る
A new procedure for the synthesis of 3'-fluorocarbocyclic oxetanocin A (1b) was developed. Addition of iodine fluoride to O-cyclohexylidene-cis-2-hydroxymethyl-3-methylene-1-cyclobutanol (4) afforded O-cyclohexylidene-(1S^*, 2S^*, 3R^*)-3-fluoro-3-iodomethyl-2-hydroxymethyl-1-cyclobutanol (5) and the undesired (1S^*, 2S^*, 3S^*)-isomer (6) in 6.2% and 38% yields, respectively. When fluorine was introduced into the carbocycle after condensation of 6-chloropurine, 6-chloro-9-[(1R^*, 2S^*, 3R^*)-3-fluoro-3-iodomethyl-2-(trityloxymethyl)cyclobutyl]purine (10) was obtained as a sole addition product, which was readily converted to 1b. This compound (1b) exhibited a broad spectrum of antiviral activity, especially against human cytomegalovirus.
- 社団法人日本薬学会の論文
- 1995-01-15
著者
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佐藤 佳子
Department Of Pharmaceutical Sciences Tokushima Bunri University
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丸山 徳見
Department of Pharmaceutical Sciences, Tokushima Bunri University
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丸山 徳見
徳島文理大 薬
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丸山 徳見
Department Of Pharmaceutical Sciences Tokushima Bunri University
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Sato Yoshiko
Department Of Pharmaceutical Sciences Tokushima Bunri University
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