(E)-4-((1S,3S)-2-Benzyl-3-cyanomethyl-9-methyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-2-ethyl-but-2-enenitrile

Base Information

Chemical Name:(E)-4-((1S,3S)-2-Benzyl-3-cyanomethyl-9-methyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-2-ethyl-but-2-enenitrile
CAS No.:179939-67-4
Molecular Formula:C₂₇H₂₈N₄
Molecular Weight:408.546
Hs Code.:

Synonyms:(E)-4-((1S,3S)-2-Benzyl-3-cyanomethyl-9-methyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-2-ethyl-but-2-enenitrile

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Chemical Property of (E)-4-((1S,3S)-2-Benzyl-3-cyanomethyl-9-methyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-2-ethyl-but-2-enenitrile

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Technology Process of (E)-4-((1S,3S)-2-Benzyl-3-cyanomethyl-9-methyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-2-ethyl-but-2-enenitrile

There total 7 articles about (E)-4-((1S,3S)-2-Benzyl-3-cyanomethyl-9-methyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-2-ethyl-but-2-enenitrile 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:

: 66087-99-8
(3S)-3-amino-4-(1H-indol-3-yl)butanenitrile

: 179939-67-4
(E)-4-((1S,3S)-2-Benzyl-3-cyanomethyl-9-methyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-2-ethyl-but-2-enenitrile

Guidance literature:: Multi-step reaction with 7 steps

1: molecular sieves 3 Angstroem / CH₂Cl₂ / 0 °C

2: TFA / CH₂Cl₂ / 6 h

3: 79 percent / 24 h / 70 °C

4: 100 percent / NaH / dimethylformamide / 1 h / 0 °C

5: 100 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature

6: 1.) (COCl)2, DMSO, 2.) NEt₃ / 1.) CH₂Cl₂, -60 deg C, 20 min, 2.) -60 deg C to r.t., 1 h

7: NaH / dimethylformamide

With oxalyl dichloride; 3 A molecular sieve; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/CC9960001479

Reference yield:

: 179939-66-3
(1S,3S)-2-Benzyl-3-cyanomethyl-1-(2-hydroxyethyl)-2,3,4,9-tetrahydro-9-methyl-1H-pyrido[3,4-b]indole

: 179939-67-4
(E)-4-((1S,3S)-2-Benzyl-3-cyanomethyl-9-methyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-2-ethyl-but-2-enenitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) (COCl)2, DMSO, 2.) NEt₃ / 1.) CH₂Cl₂, -60 deg C, 20 min, 2.) -60 deg C to r.t., 1 h

2: NaH / dimethylformamide

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1039/CC9960001479

Reference yield:

: (S)-3-[3-(tert-Butyl-diphenyl-silanyloxy)-prop-(E)-ylideneamino]-4-(1H-indol-3-yl)-butyronitrile

: 179939-67-4
(E)-4-((1S,3S)-2-Benzyl-3-cyanomethyl-9-methyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-2-ethyl-but-2-enenitrile

Guidance literature:: Multi-step reaction with 6 steps

1: TFA / CH₂Cl₂ / 6 h

2: 79 percent / 24 h / 70 °C

3: 100 percent / NaH / dimethylformamide / 1 h / 0 °C

4: 100 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature

5: 1.) (COCl)2, DMSO, 2.) NEt₃ / 1.) CH₂Cl₂, -60 deg C, 20 min, 2.) -60 deg C to r.t., 1 h

6: NaH / dimethylformamide

With oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/CC9960001479