The synthesis of methyl (15S)-16-hydroxydehydroabietate and its (15R)-epimer.
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概要
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In order to elucidate the absolute configuration of C-15 in natural 16-hydroxydehydroabietic acid, a metabolite of (+)-dehydroabietic acid in rabbits, methyl (+)-dehydroabietate was transformed into methyl (15<I>S</I>)-16-hydroxy-8,11,13-abietatrien-18-oate (<B>3a</B>) and its (15<I>R</I>)-epimer (<B>3b</B>). The synthetic <B>3a</B> was identical with a methyl ester derived from the natural acid. Thus, the absolute configuration of C-15 in natural 16-hydroxydehydroabietic acid was conclusively assigned as an <I>S</I>-configuration.
- 公益社団法人 日本化学会の論文
著者
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Matsumoto Takashi
Department Of Applied Physics Waseda University
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Imai Sachihiko
Department of Chemistry, Faculty of Science, Hiroshima University
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Hayashi Noriaki
Department of Chemistry, Faculty of Science, Hiroshima University
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Matsumoto Takashi
Department of Applied Material Science, Faculty of Integrated Arts and Sciences, University of Tokushima
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