(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

(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 Basic information
Product Name:(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
Synonyms:(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)-
CAS:30809-15-5
MF:C21H24N2O4
MW:368.43
EINECS:
Product Categories:
Mol File:30809-15-5.mol
(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 Structure
(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 Chemical Properties
Melting point 212°C
Boiling point 576.0±50.0 °C(Predicted)
density 1.44±0.1 g/cm3(Predicted)
pka12.03±0.40(Predicted)
Safety Information
MSDS Information
(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 Usage And Synthesis
DescriptionThis 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.
ReferencesPinar 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 Preparation Products And Raw materials
Tag:(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(30809-15-5) Related Product Information