Synthesis of 14,14-Difluoro-4-demethoxydaunorubicin.
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概要
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The title compound, (+)-14,14-difluoro-4-demethoxydaunorubicin hydrochloride (<B>9</B>), was prepared starting from the readily available (−)-hydroxy ester (<B>10</B>). This synthesis featured the efficient synthetic route to (−)-14,14-difluoro-4-demethoxy-7-deoxydaunomycinone (<B>20</B>) employing the Reformatsky reaction of ethyl bromodifluoroacetate with the (−)-siloxy aldehyde (<B>14</B>) and previously developed glycosylation method in which trimethylsilyl trifluoromethanesulfonate was used as an activator. In P388 <I>in vitro</I> test, <B>9</B> was found to be fifty times more active than adriamycin (<B>1</B>). Prominent antitumor activity was also observed for <B>9</B> in P388 <I>in vivo</I> test.
- 公益社団法人 日本化学会の論文
著者
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TERASHIMA Shiro
Sagami Chemical Research Center
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Terashima Shiro
Sagami Chemical Res. Inst.
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MATSUMOTO TERUYO
Sagami Chemical Research Center
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OHSAKI MASAKO
Sagami Chemical Research Center
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Matsuda Fuyuhiko
Sagami Chemical Research Center
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