Syntheses of Optically Active 9-Hydroxymethyl- and 9-Carbamoyloxymethyl-9-deacetyl-4-demethoxydaunomycinone(Organic,Chemical)
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概要
- 論文の詳細を見る
Reduction of (R)-methyl 2,5,12-trihydroxy-6,11-dioxo-1,2,3,4-tetrahydronaphthacene-2-carboxylate ((R)-5) with lithium tri-tert-butoxyaluminum hydride in dimethyl sulfoxide was found to proceed chemoselectively, giving the corresponding alcohol ((R)-11) in 50-55% yield. The produced (R)-alcohol ((R)-11) could be readily isolated as its acetonide ((R)-12) or tert-butyldimethylsilyl ether ((R)-13). Stereoselective C_<7α>-hydroxylation (the anthracycline numbering) of (R)-13 and urethane formation produced the optically active title compounds, which are the aglycones of unnatural anthracyclines showing excellent anticancer activity.
- 公益社団法人日本薬学会の論文
- 1987-09-25
著者
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Suzuki M
Sagami Chemical Research Center
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Terashima Shiro
Sagami Chemical Res. Inst.
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SUZUKI MICHIYO
Sagami Chemical Research Center
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MATSUMOTO TERUYO
Sagami Chemical Research Center
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OHSAKI MASAKO
Sagami Chemical Research Center
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KIMURA YOSHIKAZU
Sagami Chemical Research Center
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Ohsaki M
Sagami Chemical Research Center Sagamihara Jpn
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Matsumoto T
Kobe‐gakuin Univ. Kobe Jpn
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