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METHYL-2-ALPHA-ETHYL-2,3,5,6,13A-BETA,13B-BETA-HEXAHYDRO-1H-INDOLO-[3,2,1-DE]-PYRIDO-[3,2,1-IJ]-[1,5]-NAPHTHYRIDINE-12-CARBOXYLATE;(+/-)-APOTALAMINE

Compound with spectra: 1 NMR, and 2 MS (GC)

METHYL-2-ALPHA-ETHYL-2,3,5,6,13A-BETA,13B-BETA-HEXAHYDRO-1H-INDOLO-[3,2,1-DE]-PYRIDO-[3,2,1-IJ]-[1,5]-NAPHTHYRIDINE-12-CARBOXYLATE;(+/-)-APOTALAMINE
SpectraBase Compound ID ImSbKYoGmON
InChI InChI=1S/C21H24N2O2/c1-3-13-10-14-11-18(21(24)25-2)23-17-7-5-4-6-15(17)16-8-9-22(12-13)19(14)20(16)23/h4-7,11,13-14,19H,3,8-10,12H2,1-2H3/t13-,14-,19-/m1/s1
InChIKey HUJHMNHVYIYOMD-PJIJBLCYSA-N
Mol Weight 336.44 g/mol
Molecular Formula C21H24N2O2
Exact Mass 336.183778 g/mol
Enantiomer InChIKey HUJHMNHVYIYOMD-NJSLBKSFSA-N

View Spectrum of METHYL-2-ALPHA-ETHYL-2,3,5,6,13A-BETA,13B-BETA-HEXAHYDRO-1H-INDOLO-[3,2,1-DE]-PYRIDO-[3,2,1-IJ]-[1,5]-NAPHTHYRIDINE-12-CARBOXYLATE;(+/-)-APOTALAMINE

MS (GC) Spectrum
Copyright Copyright © 2020-2025 John Wiley & Sons, Inc. All Rights Reserved.
Source of Spectrum F-40-746-0

View Spectrum of METHYL-2-ALPHA-ETHYL-2,3,5,6,13A-BETA,13B-BETA-HEXAHYDRO-1H-INDOLO-[3,2,1-DE]-PYRIDO-[3,2,1-IJ]-[1,5]-NAPHTHYRIDINE-12-CARBOXYLATE;(+/-)-APOTALAMINE

MS (GC) Spectrum
Copyright Copyright © 2020-2025 John Wiley & Sons, Inc. All Rights Reserved.
Source of Spectrum H-77-715-21

View Spectrum of METHYL-2-ALPHA-ETHYL-2,3,5,6,13A-BETA,13B-BETA-HEXAHYDRO-1H-INDOLO-[3,2,1-DE]-PYRIDO-[3,2,1-IJ]-[1,5]-NAPHTHYRIDINE-12-CARBOXYLATE;(+/-)-APOTALAMINE

13C NMR Spectrum
Copyright Copyright © 2016-2025 W. Robien, Inst. of Org. Chem., Univ. of Vienna. All Rights Reserved.
Solvent CDCl3
  • 20,21-Dinoreburnamenine-14-carboxylic acid, 18-ethyl-, methyl ester, (18.alpha.)-
  • 1H-Indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine, 20,21-dinoreburnamenine-14-carboxylic acid deriv.
  • Anhydrotacamine
  • 16,17-Anhydro-tacamine
  • Methyl (2R,13aR,13bR)-2-ethyl-2,3,5,6,13a,13b-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate
  • Methyl 2.alpha.-ethyl-2,3,5,6,13a.beta.,13b.beta.-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthydrine-12-carboxylate
(+/-)-APOTACAMINE
METHYL-2-ALPHA-ETHYL-2,3,5,6,13A-ALPHA,13B-BETA-HEXAHYDRO-1H-INDOLO-[3,2,1-DE]-PYRIDO-[3,2,1-IJ]-[1,5]-NAPHTHYRIDINE-12-CARBOXYLATE;(+/-)-EPIAPOTALAMINE;COMPOU
Title Journal or Book Year
Aldehyde Intermediates in the Synthesis of Tacamine-Type Indole Alkaloids: Preparation of (±)-apotacamine Helvetica Chimica Acta 1994
Tacamine
(+/-)-TACAMINE
1H-Indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine, 20,21-dinoreburnamenine-14-carboxylic acid deriv.
20,21-Dinoreburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-18-(1-hydroxyethyl)-, methyl ester, [14.alpha.,18.alpha.(S)]-
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