(7aS,9E)-9-Ethylidene-5,6,7,7aα,8,8aα,9,10-octahydro-12β-hydroxyindolo[3,2,1-ij]pyrano[3,4-b][1,5]naphthyridine-12aα(12H)-carboxylic acid methyl ester Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

This alkaloid which has been obtained from the leaves of Pleiocarpa talbotii Wernham contains a secondary N(b) atom and a cyclic hemiacetal group. It is strongly laevorotatory having [α]>_D - 200° (CHC13). A secondary hydroxyl group is present and the base forms an O-methyl ether, m.p. 155-6°C. The O,N-diacetyl derivative is also crystalline with m.p. 190-3°C. Catalytic hydrogena_x0002_tion leads to 19: 2D-dihydrota1botine. When treated with NaOMe and NaOH the alkaloid yields two products, a lactone and a hydroxymethy1 compound in which the hemiacetal ring is opened. These data, together with the infrared and NMR spectra, lead to the complete relative stereochemistry of the alkaloid.

Einzelnachweise

Pinar et al., Helv. Chim. Acta, 54, 15 (1971)

(7aS,9E)-9-Ethylidene-5,6,7,7aα,8,8aα,9,10-octahydro-12β-hydroxyindolo[3,2,1-ij]pyrano[3,4-b][1,5]naphthyridine-12aα(12H)-carboxylic acid methyl ester Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte

(7aS,9E)-9-Ethylidene-5,6,7,7aα,8,8aα,9,10-octahydro-12β-hydroxyindolo[3,2,1-ij]pyrano[3,4-b][1,5]naphthyridine-12aα(12H)-carboxylic acid methyl ester Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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• (7aS,9E)-9-Ethylidene-5,6,7,7aα,8,8aα,9,10-octahydro-12β-hydroxyindolo[3,2,1-ij]pyrano[3,4-b][1,5]naphthyridine-12aα(12H)-carboxylic acid methyl ester
• Talbotine
• Indolo[3,2,1-ij]pyrano[3,4-b][1,5]naphthyridine-12a(12H)-carboxylic acid, 9-ethylidene-5,6,7,7a,8,8a,9,10-octahydro-12-hydroxy-, methyl ester, (7aS,8aS,9E,12R,12aS)-
• 30809-15-5