Tabersonine supplier | CasNO.4429-63-4

Name
TABERSONINE
EINECS 224-615-0
CAS No. 4429-63-4
Article Data17
CAS DataBase
Density 1.27 g/cm³
Solubility
Melting Point 196 °C
Formula C₂₁H₂₄N₂O₂
Boiling Point 488.7 °C at 760 mmHg
Molecular Weight 336.434
Flash Point 249.4 °C
Transport Information
Appearance Yellow to brownish powder, pungent odour
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1H-Indolizino[8,1-cd]carbazole-5-carboxylicacid, 3a-ethyl-3a,4,6,11,12,13a-hexahydro-, methyl ester (7CI);Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-, methyl ester, (5a,12b,19a)-;Tabersonine (8CI);(-)-Tabersonine;Tabersonin;
PSA 41.57000
LogP 3.29710

Synthetic route

: 55856-70-7
19-Iodo-tabersonine

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
With sodium hydroxide; hydrogen; nickel In methanol at 0℃; for 0.0833333h;	90%

: 62414-79-3
methyl (2S,3aR,3a1S,10bR)-3a-ethyl-2-hydroxy-2,3,3a,3a1,4,6,11,12-octahydro-1H-indolizino-[8,1-cd]carbazole-5-carboxylate

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
With triphenylphosphine In tetrachloromethane; acetonitrile at 70℃; for 0.5h;	73%
With triphenylphosphine In tetrachloromethane; acetonitrile at 70℃; for 0.5h;	71%
With triphenylphosphine In tetrachloromethane; acetonitrile at 70℃; for 0.5h; Inert atmosphere;	64%

: 17640-15-2
methyl cyanoformate

: 32975-46-5
(-)-1,2,14,15-tetradehydroaspidospermidine

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Stage #1: (-)-1,2,14,15-tetradehydroaspidospermidine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 1h; Inert atmosphere; Stage #2: methyl cyanoformate In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;	73%
With lithium diisopropyl amide In tetrahydrofuran at -78℃;	73%

: 91201-53-5
C21H24N2O2

A: 4429-63-4
tabersonine

B: 1,2-seco-1,21-cyclotabersonine

Conditions

Conditions	Yield
In acetonitrile at 30℃; Irradiation; Title compound not separated from byproducts;	A n/a B 10%

: 62414-79-3, 63490-95-9, 74165-08-5, 80695-59-6, 80695-62-1, 95042-67-4
(S)-3a-Ethyl-2-hydroxy-2,3,3a,4,6,11,12,12b-octahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
With tetrachloromethane; triphenylphosphine In acetonitrile

: 67249-34-7
tabersonine N4-oxide

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
With iron(II) sulfate for 0.25h; Heating;	0.5 mg

: 41787-54-6
16-epi-19-S-vindolinine

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 70 percent / 10percent Na2CO3, I2 / tetrahydrofuran; H2O / 1 h / Ambient temperature 2: 90 percent / H2, NaOH / Raney Nickel / methanol / 0.08 h / 0 °C View Scheme

: 80642-07-5
5-chloro-2-ethyl-(4S)-hydroxypentanal lactol

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) boric acid, 2.) triethylamine / 1.) methanol, reflux, 24 h, 2.) methanol, reflux, 12 h 2: 71 percent / triphenylphosphine / acetonitrile; CCl4 / 0.5 h / 70 °C View Scheme

: 66859-22-1
methyl 1,2,3,4,5,6-hexahydroazepino<4,5-b>indole-5-carboxylate

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) boric acid, 2.) triethylamine / 1.) methanol, reflux, 24 h, 2.) methanol, reflux, 12 h 2: 71 percent / triphenylphosphine / acetonitrile; CCl4 / 0.5 h / 70 °C View Scheme

: 124293-81-8
1-(benzenesulfonyl)-2-methyl-1H-indole-3-carbaldehyde

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 11 steps 1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 2.2: 2 h / -78 °C / Inert atmosphere 3.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / 0.67 h / -15 °C / Inert atmosphere 3.2: 2 h / -15 °C / Inert atmosphere 4.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere 5.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 6.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere 6.2: 2 h / -78 - 20 °C / Inert atmosphere 7.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 8.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 9.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 10.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 11.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 11.2: 1 h / -78 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 11 steps
1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
2.2: 2 h / -78 °C / Inert atmosphere
3.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / 0.67 h / -15 °C / Inert atmosphere
3.2: 2 h / -15 °C / Inert atmosphere
4.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere
5.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
6.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere
6.2: 2 h / -78 - 20 °C / Inert atmosphere
7.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere
8.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere
9.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere
10.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
11.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere
11.2: 1 h / -78 °C / Inert atmosphere
View Scheme

: C20H22N2O3S2

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 1.2: 2 h / -78 °C / Inert atmosphere 2.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / 0.67 h / -15 °C / Inert atmosphere 2.2: 2 h / -15 °C / Inert atmosphere 3.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere 4.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 5.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere 5.2: 2 h / -78 - 20 °C / Inert atmosphere 6.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 7.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 8.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 9.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 10.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 10.2: 1 h / -78 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 10 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: 2 h / -78 °C / Inert atmosphere
2.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / 0.67 h / -15 °C / Inert atmosphere
2.2: 2 h / -15 °C / Inert atmosphere
3.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere
4.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
5.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere
5.2: 2 h / -78 - 20 °C / Inert atmosphere
6.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere
7.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere
8.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere
9.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
10.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere
10.2: 1 h / -78 °C / Inert atmosphere
View Scheme

: 1451192-91-8
C26H32N2O5S2

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / 0.67 h / -15 °C / Inert atmosphere 1.2: 2 h / -15 °C / Inert atmosphere 2.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere 3.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 4.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere 4.2: 2 h / -78 - 20 °C / Inert atmosphere 5.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 6.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 7.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 8.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 9.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 9.2: 1 h / -78 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 9 steps
1.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / 0.67 h / -15 °C / Inert atmosphere
1.2: 2 h / -15 °C / Inert atmosphere
2.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere
3.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
4.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere
4.2: 2 h / -78 - 20 °C / Inert atmosphere
5.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere
6.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere
7.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere
8.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
9.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere
9.2: 1 h / -78 °C / Inert atmosphere
View Scheme

: 1451192-86-1
C29H36N2O5S2

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere 2.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 3.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere 3.2: 2 h / -78 - 20 °C / Inert atmosphere 4.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 5.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 6.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 7.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 8.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 8.2: 1 h / -78 °C / Inert atmosphere View Scheme
Multi-step reaction with 5 steps 1.1: diisobutylaluminium hydride / dichloromethane / -78 °C 1.2: 0 - 20 °C 2.1: Methylenetriphenylphosphorane / -78 - 20 °C 2.2: 20 °C 3.1: hydrogenchloride / water 3.2: Reflux 4.1: potassium tert-butylate / tetrahydrofuran / 0 °C 5.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme

Yield

Multi-step reaction with 8 steps
1.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere
2.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere
3.2: 2 h / -78 - 20 °C / Inert atmosphere
4.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere
5.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere
6.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere
7.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
8.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere
8.2: 1 h / -78 °C / Inert atmosphere
View Scheme

Multi-step reaction with 5 steps
1.1: diisobutylaluminium hydride / dichloromethane / -78 °C
1.2: 0 - 20 °C
2.1: Methylenetriphenylphosphorane / -78 - 20 °C
2.2: 20 °C
3.1: hydrogenchloride / water
3.2: Reflux
4.1: potassium tert-butylate / tetrahydrofuran / 0 °C
5.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C
View Scheme

: 1451192-92-9
C28H36N2O4S2

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere 2.2: 2 h / -78 - 20 °C / Inert atmosphere 3.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 4.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 5.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 6.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 7.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 7.2: 1 h / -78 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 7 steps
1.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere
2.2: 2 h / -78 - 20 °C / Inert atmosphere
3.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere
4.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere
5.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere
6.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
7.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere
7.2: 1 h / -78 °C / Inert atmosphere
View Scheme

: 1451192-88-3
C28H34N2O4S2

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere 1.2: 2 h / -78 - 20 °C / Inert atmosphere 2.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 3.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 4.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 5.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 6.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 6.2: 1 h / -78 °C / Inert atmosphere View Scheme
Multi-step reaction with 4 steps 1.1: Methylenetriphenylphosphorane / -78 - 20 °C 1.2: 20 °C 2.1: hydrogenchloride / water 2.2: Reflux 3.1: potassium tert-butylate / tetrahydrofuran / 0 °C 4.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere
1.2: 2 h / -78 - 20 °C / Inert atmosphere
2.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere
3.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere
4.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere
5.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
6.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere
6.2: 1 h / -78 °C / Inert atmosphere
View Scheme

Multi-step reaction with 4 steps
1.1: Methylenetriphenylphosphorane / -78 - 20 °C
1.2: 20 °C
2.1: hydrogenchloride / water
2.2: Reflux
3.1: potassium tert-butylate / tetrahydrofuran / 0 °C
4.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C
View Scheme

: 1451192-93-0
C29H36N2O3S2

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 2.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 3.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 4.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 5.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 5.2: 1 h / -78 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere
2.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere
3.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere
4.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
5.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere
5.2: 1 h / -78 °C / Inert atmosphere
View Scheme

: 1451192-89-4
C27H32N2O3S2

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 2.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 3.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 4.2: 1 h / -78 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1.1: hydrogenchloride / water 1.2: Reflux 2.1: potassium tert-butylate / tetrahydrofuran / 0 °C 3.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme

: 1451192-94-1
C23H24N2O2S

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 2.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 3.2: 1 h / -78 °C / Inert atmosphere View Scheme

: 1451192-90-7
C25H28N2O3S

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 2.2: 1 h / -78 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: potassium tert-butylate / tetrahydrofuran / 0 °C 2: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme

: (R,E)-2-methyl-N-((2-methyl-1H-indol-3-yl)methylene)propane-2-sulfinamide

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: sodium hydride; 1H-imidazole / tetrahydrofuran 2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C 3.1: N,N-dimethyl-formamide / -78 - 20 °C 4.1: Methylenetriphenylphosphorane / -78 - 20 °C 4.2: 20 °C 5.1: hydrogenchloride / water 5.2: Reflux 6.1: potassium tert-butylate / tetrahydrofuran / 0 °C 7.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme
Multi-step reaction with 8 steps 1.1: sodium hydride; 1H-imidazole / tetrahydrofuran 2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C 3.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / -78 - 20 °C 4.1: diisobutylaluminium hydride / dichloromethane / -78 °C 4.2: 0 - 20 °C 5.1: Methylenetriphenylphosphorane / -78 - 20 °C 5.2: 20 °C 6.1: hydrogenchloride / water 6.2: Reflux 7.1: potassium tert-butylate / tetrahydrofuran / 0 °C 8.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme

Yield

Multi-step reaction with 7 steps
1.1: sodium hydride; 1H-imidazole / tetrahydrofuran
2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C
3.1: N,N-dimethyl-formamide / -78 - 20 °C
4.1: Methylenetriphenylphosphorane / -78 - 20 °C
4.2: 20 °C
5.1: hydrogenchloride / water
5.2: Reflux
6.1: potassium tert-butylate / tetrahydrofuran / 0 °C
7.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C
View Scheme

Multi-step reaction with 8 steps
1.1: sodium hydride; 1H-imidazole / tetrahydrofuran
2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C
3.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / -78 - 20 °C
4.1: diisobutylaluminium hydride / dichloromethane / -78 °C
4.2: 0 - 20 °C
5.1: Methylenetriphenylphosphorane / -78 - 20 °C
5.2: 20 °C
6.1: hydrogenchloride / water
6.2: Reflux
7.1: potassium tert-butylate / tetrahydrofuran / 0 °C
8.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C
View Scheme

: 5416-80-8
2-methyl-1H-indole-3-carbaldehyde

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 70 °C 2.1: sodium hydride; 1H-imidazole / tetrahydrofuran 3.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C 4.1: N,N-dimethyl-formamide / -78 - 20 °C 5.1: Methylenetriphenylphosphorane / -78 - 20 °C 5.2: 20 °C 6.1: hydrogenchloride / water 6.2: Reflux 7.1: potassium tert-butylate / tetrahydrofuran / 0 °C 8.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme
Multi-step reaction with 9 steps 1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 70 °C 2.1: sodium hydride; 1H-imidazole / tetrahydrofuran 3.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C 4.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / -78 - 20 °C 5.1: diisobutylaluminium hydride / dichloromethane / -78 °C 5.2: 0 - 20 °C 6.1: Methylenetriphenylphosphorane / -78 - 20 °C 6.2: 20 °C 7.1: hydrogenchloride / water 7.2: Reflux 8.1: potassium tert-butylate / tetrahydrofuran / 0 °C 9.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme

Yield

Multi-step reaction with 8 steps
1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 70 °C
2.1: sodium hydride; 1H-imidazole / tetrahydrofuran
3.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C
4.1: N,N-dimethyl-formamide / -78 - 20 °C
5.1: Methylenetriphenylphosphorane / -78 - 20 °C
5.2: 20 °C
6.1: hydrogenchloride / water
6.2: Reflux
7.1: potassium tert-butylate / tetrahydrofuran / 0 °C
8.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C
View Scheme

Multi-step reaction with 9 steps
1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 70 °C
2.1: sodium hydride; 1H-imidazole / tetrahydrofuran
3.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C
4.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / -78 - 20 °C
5.1: diisobutylaluminium hydride / dichloromethane / -78 °C
5.2: 0 - 20 °C
6.1: Methylenetriphenylphosphorane / -78 - 20 °C
6.2: 20 °C
7.1: hydrogenchloride / water
7.2: Reflux
8.1: potassium tert-butylate / tetrahydrofuran / 0 °C
9.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C
View Scheme

: C20H22N2O3S2

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C 2.1: N,N-dimethyl-formamide / -78 - 20 °C 3.1: Methylenetriphenylphosphorane / -78 - 20 °C 3.2: 20 °C 4.1: hydrogenchloride / water 4.2: Reflux 5.1: potassium tert-butylate / tetrahydrofuran / 0 °C 6.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme
Multi-step reaction with 7 steps 1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C 2.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / -78 - 20 °C 3.1: diisobutylaluminium hydride / dichloromethane / -78 °C 3.2: 0 - 20 °C 4.1: Methylenetriphenylphosphorane / -78 - 20 °C 4.2: 20 °C 5.1: hydrogenchloride / water 5.2: Reflux 6.1: potassium tert-butylate / tetrahydrofuran / 0 °C 7.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C
2.1: N,N-dimethyl-formamide / -78 - 20 °C
3.1: Methylenetriphenylphosphorane / -78 - 20 °C
3.2: 20 °C
4.1: hydrogenchloride / water
4.2: Reflux
5.1: potassium tert-butylate / tetrahydrofuran / 0 °C
6.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C
View Scheme

Multi-step reaction with 7 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C
2.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / -78 - 20 °C
3.1: diisobutylaluminium hydride / dichloromethane / -78 °C
3.2: 0 - 20 °C
4.1: Methylenetriphenylphosphorane / -78 - 20 °C
4.2: 20 °C
5.1: hydrogenchloride / water
5.2: Reflux
6.1: potassium tert-butylate / tetrahydrofuran / 0 °C
7.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C
View Scheme

: C26H31N2O5S2(1-)*Li(1+)

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / -78 - 20 °C 2.1: diisobutylaluminium hydride / dichloromethane / -78 °C 2.2: 0 - 20 °C 3.1: Methylenetriphenylphosphorane / -78 - 20 °C 3.2: 20 °C 4.1: hydrogenchloride / water 4.2: Reflux 5.1: potassium tert-butylate / tetrahydrofuran / 0 °C 6.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / -78 - 20 °C
2.1: diisobutylaluminium hydride / dichloromethane / -78 °C
2.2: 0 - 20 °C
3.1: Methylenetriphenylphosphorane / -78 - 20 °C
3.2: 20 °C
4.1: hydrogenchloride / water
4.2: Reflux
5.1: potassium tert-butylate / tetrahydrofuran / 0 °C
6.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C
View Scheme

: C25H29N2O4S2(1-)*Li(1+)

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: N,N-dimethyl-formamide / -78 - 20 °C 2.1: Methylenetriphenylphosphorane / -78 - 20 °C 2.2: 20 °C 3.1: hydrogenchloride / water 3.2: Reflux 4.1: potassium tert-butylate / tetrahydrofuran / 0 °C 5.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C View Scheme

: methyl (2S,3aR,3a1S,10bR)-2-((tert-butyldimethylsilyl)oxy)-3a-ethyl-2,3,3a,3a1,4,6,11,12-octahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 8 h / 0 - 20 °C / Inert atmosphere 2: triphenylphosphine / acetonitrile; tetrachloromethane / 0.5 h / 70 °C / Inert atmosphere View Scheme

: stemmadenine acetate

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: T. iboga precondylocarpine acetate synthase 1; FAD / aq. buffer / 2 h / 37 °C / pH 9.5 / Enzymatic reaction 2: NADPH / aq. buffer / 1 h / 37 °C / pH 9.5 / Enzymatic reaction 3: NADPH / aq. buffer / pH 9.5 / Enzymatic reaction View Scheme

: C23H27N2O4(1+)

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NADPH / aq. buffer / 1 h / 37 °C / pH 9.5 / Enzymatic reaction 2: NADPH / aq. buffer / pH 9.5 / Enzymatic reaction View Scheme

: dehydrosecodine

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
With NADPH In aq. buffer pH=9.5; Reagent/catalyst; Enzymatic reaction;

: stemmadenine

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: pyridine / 20 °C 1.2: 4 h / 20 °C 2.1: flavin adenine dinucleotide; precondylocarpine acetate synthase; dehydroprecondyiocarpine acetate synthase; tabersonine synthase / methanol / pH 8.5 / Enzymatic reaction View Scheme
Multi-step reaction with 3 steps 1.1: pyridine / 20 °C 1.2: 4 h / 20 °C 2.1: platinum; oxygen / ethyl acetate / 20 °C 3.1: NADPH; dehydroprecondyiocarpine acetate synthase; tabersonine synthase / methanol / 1 h / 37 °C / pH 7.5 / Enzymatic reaction View Scheme
Multi-step reaction with 3 steps 1.1: pyridine / 20 °C 1.2: 4 h / 20 °C 2.1: flavin adenine dinucleotide; precondylocarpine acetate synthase; dehydroprecondyiocarpine acetate synthase / methanol / pH 8.5 / Enzymatic reaction 3.1: NADPH; dehydroprecondyiocarpine acetate synthase; tabersonine synthase / methanol / 1 h / 37 °C / pH 7.5 / Enzymatic reaction View Scheme

: stemmadenine acetate

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
With dehydroprecondyiocarpine acetate synthase; precondylocarpine acetate synthase; tabersonine synthase; flavin adenine dinucleotide In methanol pH=8.5; Enzymatic reaction;
Multi-step reaction with 2 steps 1: platinum; oxygen / ethyl acetate / 20 °C 2: NADPH; dehydroprecondyiocarpine acetate synthase; tabersonine synthase / methanol / 1 h / 37 °C / pH 7.5 / Enzymatic reaction View Scheme

: 4429-63-4
tabersonine

: 110456-33-2
dihydro-2β,16β tabersonine

Conditions

Conditions	Yield
With sodium cyanoborohydride; acetic acid In methanol; water at 20℃; for 20h; Inert atmosphere;	100%
With hydrogenchloride; zinc In methanol for 3h; Heating;	76%
With sodium cyanoborohydride In propionic acid for 0.166667h; Ambient temperature;

: 4429-63-4
tabersonine

: 10-iodo-tabersonin

Conditions

Conditions	Yield
With N-iodo-succinimide; trifluoroacetic acid at 20℃; for 3h;	98%
With N-iodo-succinimide

: 4429-63-4
tabersonine

: 3247-10-7
(-)-vincadifformine

Conditions

Conditions	Yield
Stage #1: tabersonine With ammonium hydroxide In Petroleum ether at 20℃; for 0.5h; Stage #2: With palladium on activated charcoal; hydrogen In methanol at 20℃; under 760.051 Torr; for 7h; Solvent; Temperature;	95.4%
With platinum(IV) oxide; hydrogen In ethyl acetate for 16h; Inert atmosphere;	81%
With platinum(IV) oxide; hydrogen In ethyl acetate	81%
With hydrogen; palladium
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 35 - 45℃; under 3000.3 - 3750.38 Torr;

: 4429-63-4
tabersonine

: 100044-35-7
decarbomethoxytabersonine

Conditions

Conditions	Yield
With hydrogenchloride at 110℃;	94%

: 4429-63-4
tabersonine

: 93771-99-4
(-)-17-hydroxytabersonine

Conditions

Conditions	Yield
With triphenylphosphine In tetrachloromethane; acetonitrile at 70℃; for 0.5h;	93%
With benzeneseleninic anhydride In benzene at 60℃; for 0.5h;	93%

: 4429-63-4
tabersonine

A: 50868-35-4
2βH,3αH-tubersonine

B: 110456-33-2
dihydro-2β,16β tabersonine

Conditions

Conditions	Yield
With sodium methylate In methanol at 50℃; for 24h;	A 3% B 92%

: 4429-63-4
tabersonine

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: C24H25Cl3N2O4

Conditions

Conditions	Yield
Stage #1: tabersonine With dmap; sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 0℃; for 1h; Stage #2: 2,2,2-Trichloroethyl chloroformate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 3h;	92%

: 4429-63-4
tabersonine

: 73749-08-3
methyl 15-bromo-2,3,6,7-tetrahydro-(5α,12β,19α)-aspidospermidine-3-carboxylate

Conditions

Conditions	Yield
With N-Bromosuccinimide; acetic acid at 20℃; for 4h;	91%
With N-Bromosuccinimide In tetrahydrofuran

: 4429-63-4
tabersonine

: 79820-33-0
14,15-didehydro-16-hydroxy-<3H>indole

Conditions

Conditions	Yield
With oxygen; rose bengal; triethyl phosphite In methanol for 0.333333h; Irradiation;	88%
With acetic buffer; ozone at 25℃;	78%
Multi-step reaction with 2 steps 1: 38 percent / m-chloroperbenzoic acid / benzene / 24 h / Ambient temperature 2: 73 percent / Raney Ni / acetone View Scheme

: 108-24-7
acetic anhydride

: 4429-63-4
tabersonine

: C23H26N2O3

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 20℃; for 24h;	85%

: 4429-63-4
tabersonine

: C21H23BrN2O2

Conditions

Conditions	Yield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In dichloromethane for 5h; Reflux; Inert atmosphere;	81%

: 4429-63-4
tabersonine

A: 62414-79-3
methyl (2S,3aR,3a1S,10bR)-3a-ethyl-2-hydroxy-2,3,3a,3a1,4,6,11,12-octahydro-1H-indolizino-[8,1-cd]carbazole-5-carboxylate

B: 63490-95-9
7-hydroxy-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester

Conditions

Conditions	Yield
Hydroboration, Oxidation;	A 20% B 80%

: 4429-63-4
tabersonine

A: 112794-44-2
C21H25N3O4

B: 112924-07-9
C21H25N3O3

Conditions

Conditions	Yield
With potassiuim nitrosodisulfonate; acetic acid In N,N-dimethyl-formamide for 96h; Ambient temperature;	A 8% B 78%

: 4429-63-4
tabersonine

A: C21H23ClN2O2

B: C21H22Cl2N2O2

Conditions

Conditions	Yield
With N-chloro-succinimide; trifluoroacetic acid at 20℃; for 4h;	A 68% B 7%

: 4429-63-4
tabersonine

A: 78346-69-7
(3aR,10bR,12bS)-3a-Ethyl-3a,4,5,11,12,12b-hexahydro-1H,6H-6,12a-diaza-indeno[7,1-cd]fluoren-5a-ol

B: 32975-46-5
(-)-1,2,14,15-tetradehydroaspidospermidine

Conditions

Conditions	Yield
With hydrogenchloride at 105℃; for 0.166667h;	A 65% B 28%
With hydrogenchloride at 105℃; for 0.166667h;	A 49% B 41%

: 67-56-1
methanol

: 4429-63-4
tabersonine

: 73232-83-4
dichloro-10,12 dihydro-2,16 hydroxy-16 methoxy-2 tabersonine

Conditions

Conditions	Yield
With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid for 24h; Ambient temperature;	60%
With hydrogenchloride; MCPB

: 4429-63-4
tabersonine

A: 32790-09-3
Δ14-vincamine

B: 32790-10-6
14-epi-Δ17-vincamine

Conditions

Conditions	Yield
With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid In methanol for 24h; Ambient temperature;	A 30% B 60%
In methanol for 24h; Product distribution; Ambient temperature; diferent amount of hydrochloric acid and m-chloroperbenzoic acid, other derivative of tabersonine;	A 30% B 60%
With 3,3-dimethyldioxirane; trifluoroacetic anhydride In dichloromethane; acetone at 0℃; for 10h;	A 29% B 27%

: 64-17-5
ethanol

: 4429-63-4
tabersonine

: 77250-38-5
(3aR,5R,5aS,10bR,12bS)-7,9-Dichloro-5a-ethoxy-3a-ethyl-5-hydroxy-3a,4,5,5a,6,11,12,12b-octahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester

Conditions

Conditions	Yield
With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid for 24h; Ambient temperature;	60%

: 4429-63-4
tabersonine

A: 14,15-dehydro-10-chloro vincamine

B: 69754-29-6
16-epi-14,15-dehydro-10-chloro vincamine

Conditions

Conditions	Yield
With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid In methanol for 24h; Ambient temperature;	A 25% B 55%

: 4429-63-4
tabersonine

: 407-25-0
trifluoroacetic anhydride

: 137993-96-5
(3S,3aS,10bR)-3a-Ethyl-3-hydroxy-2,6-bis-(2,2,2-trifluoro-acetyl)-3a,4,6,11,12,12b-hexahydro-3H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester

Conditions

Conditions	Yield
With pyridine for 12h; Ambient temperature;	47%

: 4429-63-4
tabersonine

A: (-)-15β-hydroxyvincadifformine

B: 62414-79-3
methyl (2S,3aR,3a1S,10bR)-3a-ethyl-2-hydroxy-2,3,3a,3a1,4,6,11,12-octahydro-1H-indolizino-[8,1-cd]carbazole-5-carboxylate

Conditions

Conditions	Yield
Stage #1: tabersonine With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 2.5h; Stage #2: With sodium hydroxide; dihydrogen peroxide In tetrahydrofuran at 60℃; for 0.75h; Further stages.;	A 6.6% B 41.9%

: 4429-63-4
tabersonine

A: 128773-80-8
14β-Bromo 15α-fluoro vincadifformine

B: 128773-82-0
14β-Fluoro 15α-bromo vincadifformine

Conditions

Conditions	Yield
With hydrogen fluoride; bromine; antimony pentafluoride at -35℃; for 0.75h; Mechanism;	A 27% B 41.4%

: 4429-63-4
tabersonine

: 80249-96-3
16-hydroxy-tabersonine-N-oxide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In benzene	40%
With 3,3-dimethyldioxirane In dichloromethane; acetone at 4 - 5℃; for 24h;	31%

: 4429-63-4
tabersonine

: 82690-89-9
(3aR,5R,10bR,12aR,12bS)-3a-Ethyl-5-hydroxy-12a-oxy-3a,4,5,11,12,12b-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In benzene for 24h; Ambient temperature;	38%

: 4429-63-4
tabersonine

A: 128773-79-5
15α-Fluoro 14β-hydroxy vincadifformine

B: 128773-78-4
14α-Fluoro 15β-hydroxy vincadifformine

C: 128779-74-8
14β-Fluoro 15α-hydroxy vincadifformine

Conditions

Conditions	Yield
With hydrogen fluoride; dihydrogen peroxide; antimony pentafluoride at -35℃; for 1h; Mechanism;	A 21% B 22% C 35%

...Expand

: 4429-63-4
tabersonine

A: 74947-48-1
C21H22N2O5

B: 32790-09-3
Δ14-vincamine

C: 32790-10-6
14-epi-Δ17-vincamine

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In benzene at 20℃; for 24h;	A 5% B 29% C 31%

...Expand

: 4429-63-4
tabersonine

A: 112794-42-0
(3aR,5R,10bR,12bS)-5-Aminooxy-3a-ethyl-3a,4,5,11,12,12b-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester

B: 112794-43-1
C21H27N3O7S

Conditions

Conditions	Yield
With potassiuim nitrosodisulfonate; acetic acid In N,N-dimethyl-formamide for 2h; Ambient temperature;	A 27% B 6%

Tabersonine Chemical Properties

Molecular structure of Tabersonine (CAS NO.4429-63-4) is:

Product Name: Tabersonine
CAS Registry Number: 4429-63-4
Molecular Weight: 336.42746 [g/mol]
Molecular Formula: C₂₁H₂₄N₂O₂
XLogP3-AA: 3.4
H-Bond Donor: 1
H-Bond Acceptor: 4
EINECS: 224-615-0
Index of Refraction: 1.651
Molar Refractivity: 96.78 cm³
Molar Volume: 264.7 cm³
Surface Tension: 55.7 dyne/cm
Density: 1.27 g/cm³
Flash Point: 249.4 °C
Enthalpy of Vaporization: 75.48 kJ/mol
Boiling Point: 488.7 °C at 760 mmHg
Vapour Pressure: 1.06E-09 mmHg at 25°C
Classification Code: Drug / Therapeutic Agent

Tabersonine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	100mg/kg (100mg/kg)		Annales Pharmaceutiques Francaises. Vol. 13, Pg. 123, 1955.

Tabersonine Specification

Tabersonine , its cas register number is 4429-63-4. It also can be called Tabersonin ; Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-,methyl ester, (5alpha,12beta,19alpha)- ; Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetrahydro-,methyl ester, (5-alpha,12-beta,19-alpha)- .It is a yellow to brownish powder with pungent odour .

Product Name

TABERSONINE

Synthetic route

Tabersonine Chemical Properties

Tabersonine Toxicity Data With Reference

Tabersonine Specification

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