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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

Base Information
  • Chemical 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
  • CAS No.:30809-15-5
  • Molecular Formula:C21H24N2O4
  • Molecular Weight:368.433
  • Hs Code.:
  • 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

Synonyms: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-(7aa,8aa,9E,12b,12aa)]-; [7aS-(7aa,8aa,9E,12b,12aa)]-Methyl9-ethylidene-5,6,7,7a,8,8a,9,10-octahydro-12-hydroxyindolo[3,2,1-ij]pyrano[3,4-b][1,5]naphthyridine-12a(12H)-carboxylate

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Chemical Property of (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 Property:
  • Melting Point:212°C 
  • PSA:72.72000 
  • LogP:2.34000 
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SDS file from LookChem

Useful:
  • Description 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.
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