Syntheses of Betulafolienetriol and the Ginseng Sapogenin, 20 (S)-Protopanaxadiol
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概要
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In an attempt toward the synthesis of 20 (S)-protopanaxadiol (I) from dammarenediol-II (V), the introduction of a hydroxy function to C-12 of the dammarane skeletone has been studied. A solution of p-nitrobenzoate (IX) of 3-epi-dammaranediol-I (VIII) in tert-BuOH was irradiated for 40 hr and the products were saponified to give 17-octakis-nordammarane-3α, 17β-diol (X). From the crude irradiation products, 6-methyl-2-heptanone (XII) was isolated and identifiel. Whereas, the irradiation of p-nitrophenylacetate (XIX) of 3-epi-dammaranediol-II (XVI) under the similar condition followed by saponification yielded the 12-hydroxy compound (XX). This was converted into betulafolienetriol (XXI) and 20 (S)-protopanaxadiol (I) furnishing the synthesis of the Ginseng sapogenin.
- 1976-03-25
著者
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笠井 良次
Institute of Pharmaceutical Sciences, Hiroshima University, School of Medicine
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新造 慶子
Institute of Pharmaceutical Sciences, Hiroshima University School of Medicine
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田中 治
Institute Of Pharmaceutical Sciences Hiroshima University School Of Medicine
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新造 慶子
Institute Of Pharmaceutical Sciences Hiroshima University School Of Medicine
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