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1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carbonitrile ethanedioate

1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carbonitrile ethanedioate Synthetic route

885340-11-4

2,3-dihydro-1-[3-(benzoyloxy)propyl]-5-[(2R)-2-[[2-[(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carbonitrile

144-62-7

oxalic acid

885340-12-5

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate

Conditions
ConditionsYield
In water; isopropyl alcohol Large scale;85%
In water; isopropyl alcohol
239463-85-5

5-[(2R)-2-aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-1H-indol-7-carbonitrile (2R,3R)-2,3-dihydroxybutanedioate salt

885340-12-5

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium carbonate / water; ethyl acetate / 2 h / Large scale
2: magnesium sulfate / dichloromethane / Large scale
3: sodium tetrahydroborate; ethanol / Large scale
4: water; isopropyl alcohol / Large scale
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydroxide / dichloromethane; water / 10 °C / pH 11
2.1: sodium carbonate / tert-butyl alcohol / Reflux
2.2: 2 h / 20 °C
View Scheme
239463-72-0

5-[(2R)-2-aminopropyl]-2,3-dihydro-1-[3-(benzoyloxy)propyl]-1H-indole-7-carbonitrile

885340-12-5

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: magnesium sulfate / dichloromethane / Large scale
2: sodium tetrahydroborate; ethanol / Large scale
3: water; isopropyl alcohol / Large scale
View Scheme

(2R)-3-(7-cyano-5-(2-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethylideneamino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate

885340-12-5

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; ethanol / Large scale
2: water; isopropyl alcohol / Large scale
View Scheme
239463-72-0

5-[(2R)-2-aminopropyl]-2,3-dihydro-1-[3-(benzoyloxy)propyl]-1H-indole-7-carbonitrile

144-62-7

oxalic acid

160969-03-9

1-(2-methanesulfonyloxyethoxy)-2-(2,2,2-trifluoroethoxy)benzene

885340-12-5

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate

Conditions
ConditionsYield
Stage #1: 5-[(2R)-2-aminopropyl]-2,3-dihydro-1-[3-(benzoyloxy)propyl]-1H-indole-7-carbonitrile; 1-(2-methanesulfonyloxyethoxy)-2-(2,2,2-trifluoroethoxy)benzene With sodium carbonate In tert-butyl alcohol Reflux;
Stage #2: oxalic acid In water; isopropyl alcohol at 20℃; for 2h;
885340-12-5

(2R)-3-(7-cyano-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)-2,3-dihydro-1H-indol-1-yl)propyl benzoate oxalate

885340-13-6

1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carbonitrile

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 20℃; Large scale;97%
With potassium hydroxide; water In methanol at 20℃;

1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carbonitrile ethanedioate Specification

The 1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carbonitrile ethanedioate, with the CAS registry number 885340-12-5, is also known as 1H-Indole-7-carbonitrile, 1-[3-(benzoyloxy)propyl]-2,3-dihydro-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-, ethanedioate (1:1). This chemical's molecular formula is C32H34F3N3O4.C2H2O4 and molecular weight is 671.67. What's more, its systematic name is 3-{7-Cyano-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indol-1-yl}propyl benzoate ethanedioate (1:1).

You can still convert the following datas into molecular structure:
(1)SMILES: C[C@H](Cc1cc2c(c(c1)C#N)N(CC2)CCCOC(=O)c3ccccc3)NCCOc4ccccc4OCC(F)(F)F.C(=O)(C(=O)O)O
(2)Std. InChI: InChI=1S/C32H34F3N3O4.C2H2O4/c1-23(37-13-17-40-28-10-5-6-11-29(28)42-22-32(33,34)35)18-24-19-26-12-15-38(30(26)27(20-24)21-36)14-7-16-41-31(39)25-8-3-2-4-9-25;3-1(4)2(5)6/h2-6,8-11,19-20,23,37H,7,12-18,22H2,1H3;(H,3,4)(H,5,6)/t23-;/m1./s1
(3)Std. InChIKey: BAYQIJBUNUHEKS-GNAFDRTKSA-N 

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