YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
タマスダレのアルカロイド研究 (第4報)
Nerinineの立体構造
尾関 昭二
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ジャーナル フリー

1965 年 85 巻 8 号 p. 699-702

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Hydrogenation of nerinine by Adams' catalyst in glacial acetic acid gave α-deoxydihydronerinine, C19H27O4N, m.p. 73-74°, [α]D24-8.71° (ethanol) and β-deoxydihydronerinine, C19H27O4N, m.p. 56-57°, [α]D24+10.45° (ethanol), as a result of hydrogenolysis of the benzylic hydroxyl group and saturation of the double bond in the molecule.
Demethoxylation of α- and β-deoxydihydronerinine took place on treatment with powdered sodium and isoamyl alcohol in xylene, giving α- and β-deoxydihydrolycorenine, respectively.
Based on these results, the absolute configuration of nerinine was elucidated completely.

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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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