(12S,13aS,13bS)-13a-Ethyl-2,3,5,6,12,13,13a,13b-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylic acid methyl ester

Base Information

Chemical Name:(12S,13aS,13bS)-13a-Ethyl-2,3,5,6,12,13,13a,13b-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylic acid methyl ester
CAS No.:21019-24-9
Molecular Formula:
Molecular Weight:338.44
Hs Code.:
Mol file:21019-24-9.mol

Synonyms:(12S,13aS,13bS)-13a-Ethyl-2,3,5,6,12,13,13a,13b-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylic acid methyl ester;(3α,14β,16α)-14,15-Dihydroeburnamenine-14-carboxylic acid methyl ester

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Chemical Property of (12S,13aS,13bS)-13a-Ethyl-2,3,5,6,12,13,13a,13b-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylic acid methyl ester

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Technology Process of (12S,13aS,13bS)-13a-Ethyl-2,3,5,6,12,13,13a,13b-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylic acid methyl ester

There total 24 articles about (12S,13aS,13bS)-13a-Ethyl-2,3,5,6,12,13,13a,13b-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 27.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 59639-59-7,61826-71-9,61848-76-8,62474-77-5,70614-21-0,123806-79-1,123806-80-4,123806-81-5
(+/-)-eburnane-16β-carbonitrile

: 59656-84-7,70614-84-5,71075-45-1,123806-82-6,123806-83-7,123806-84-8
(10R,11aR,11bR)-11a-Ethyl-2,3,4,5,10,11,11a,11b-octahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carboxylic acid amide

: 21019-23-8,21019-24-9,57130-30-0,59684-93-4,68779-69-1,68779-71-5,70614-18-5,80735-18-8,96245-03-3,96245-04-4,105500-11-6,105500-21-8,105561-05-5,105561-07-7
deoxyvincamine

Guidance literature:: With hydrogenchloride; Yield given. Multistep reaction; 1. reflux, 8 h; 2. ether;

Reference yield:

: 68796-67-8
1-propyl-4,9-dihydro-3H-pyrido<3,4-b>indole

: 21019-23-8,21019-24-9,57130-30-0,59684-93-4,68779-69-1,68779-71-5,70614-18-5,80735-18-8,96245-03-3,96245-04-4,105500-11-6,105500-21-8,105561-05-5,105561-07-7
deoxyvincamine

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / 1.) i-Pr₂NEt, 2.) LiClO₄ / acetonitrile / 8 h / Heating

2: 5.4 g / 1.) i-Pr₂NEt / acetonitrile; H₂O / 3 h / Heating

3: 88 percent / DMSO, DCC, H₃PO₄ / 3 h / Ambient temperature

4: 2.58 g / t-BuOK / 2-methyl-propan-2-ol / 0.5 h / 40 °C

5: 84 percent / t-BuOK / benzene / 2 h / Ambient temperature

6: H₂ / 10percent Pd/C / methanol / 1 h

With phosphoric acid; potassium tert-butylate; hydrogen; lithium perchlorate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water; acetonitrile; tert-butyl alcohol; benzene;

Reference yield:

: 55390-29-9
1-ethyl-2,3,4,6,7,12-hexahydro-indolo(2,3-a)quinolizinium perchlorate

: 21019-23-8,21019-24-9,57130-30-0,59684-93-4,68779-69-1,68779-71-5,70614-18-5,80735-18-8,96245-03-3,96245-04-4,105500-11-6,105500-21-8,105561-05-5,105561-07-7
deoxyvincamine

Guidance literature:: Multi-step reaction with 5 steps

1: 5.4 g / 1.) i-Pr₂NEt / acetonitrile; H₂O / 3 h / Heating

2: 88 percent / DMSO, DCC, H₃PO₄ / 3 h / Ambient temperature

3: 2.58 g / t-BuOK / 2-methyl-propan-2-ol / 0.5 h / 40 °C

4: 84 percent / t-BuOK / benzene / 2 h / Ambient temperature

5: H₂ / 10percent Pd/C / methanol / 1 h

With phosphoric acid; potassium tert-butylate; hydrogen; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water; acetonitrile; tert-butyl alcohol; benzene;