9-Benzyl-1-oxo-2-(2-oxo-ethyl)-3-phenyl-2,9-dihydro-1H-β-carboline-8-carbonitrile

Base Information

• Chemical Name: 9-Benzyl-1-oxo-2-(2-oxo-ethyl)-3-phenyl-2,9-dihydro-1H-β-carboline-8-carbonitrile
• CAS No.: 1026969-59-4
• Molecular Formula: C₂₇H₁₉N₃O₂
• Molecular Weight: 417.467

Synonyms:9-Benzyl-1-oxo-2-(2-oxo-ethyl)-3-phenyl-2,9-dihydro-1H-β-carboline-8-carbonitrile

Chemical Property of 9-Benzyl-1-oxo-2-(2-oxo-ethyl)-3-phenyl-2,9-dihydro-1H-β-carboline-8-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-Benzyl-1-oxo-2-(2-oxo-ethyl)-3-phenyl-2,9-dihydro-1H-β-carboline-8-carbonitrile

There total 31 articles about 9-Benzyl-1-oxo-2-(2-oxo-ethyl)-3-phenyl-2,9-dihydro-1H-β-carboline-8-carbonitrile 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:

2,2-diethoxyacetophenone (6175-45-7) → 9-Benzyl-1-oxo-2-(2-oxo-ethyl)-3-phenyl-2,9-dihydro-1H-β-carboline-8-carbonitrile (1026969-59-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) acetic acid, 3 Angstroem molecular sieves, 2.) NaBH₃CN / 1.) ethanol, 1 h, 2.) ethanol, RT, 2 d

2: triethylamine / CH₂Cl₂

3: 90 percent / conc. sulfuric acid / diethyl ether / 3 h

4: 1.) N-methylmorpholine N-oxide, osmium tetraoxide, 2.) sodium periodate / 1.) THF, H₂O, overnight, 2.) ethanol, H₂O, 2 h

With sodium periodate; osmium(VIII) oxide; 3 A molecular sieve; sulfuric acid; sodium cyanoborohydride; acetic acid; 4-methylmorpholine N-oxide; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1021/jm00001a014

Reference yield:

N-allyl-2,2-diethoxy-1-phenylethylamine (157422-73-6) → 9-Benzyl-1-oxo-2-(2-oxo-ethyl)-3-phenyl-2,9-dihydro-1H-β-carboline-8-carbonitrile (1026969-59-4)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / CH₂Cl₂

2: 90 percent / conc. sulfuric acid / diethyl ether / 3 h

3: 1.) N-methylmorpholine N-oxide, osmium tetraoxide, 2.) sodium periodate / 1.) THF, H₂O, overnight, 2.) ethanol, H₂O, 2 h

With sodium periodate; osmium(VIII) oxide; sulfuric acid; 4-methylmorpholine N-oxide; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1021/jm00001a014

Reference yield:

1-Benzyl-7-formyl-1H-indole-2-carboxylic acid → 9-Benzyl-1-oxo-2-(2-oxo-ethyl)-3-phenyl-2,9-dihydro-1H-β-carboline-8-carbonitrile (1026969-59-4)

Guidance literature:

Multi-step reaction with 15 steps

1: oxalyl chloride, N,N-dimethylformamide / CH₂Cl₂ / 1 h

2: triethylamine / CH₂Cl₂

3: conc. sulfuric acid / diethyl ether / 3 h

4: 1.) N-methylmorpholine N-oxide, osmium tetraoxide, 2.) sodium periodate / 1.) THF, H₂O, overnight, 2.) ethanol, H₂O, 2 h

5: sodium chlorite, sodium dihydrogen phosphate monohydrate / tetrahydrofuran; 2-methyl-propan-2-ol; various solvent(s); H₂O / 0.5 h

6: 1-hydroxybenzotriazole, triethylamine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodimide / dimethylformamide

7: nitromethane, aluminum chloride / benzene / 1 h

8: sodium chlorite, sodium dihydrogen phosphate / 2-methyl-propan-2-ol; tetrahydrofuran; various solvent(s); H₂O / 0.5 h

9: 48 percent / methanol; diethyl ether

10: 1-<3-(dimethylamino)propyl>-3-ethylcarbodimide, dichloroacetic acid / dimethylsulfoxide; toluene / 2 h / Ambient temperature

11: lithium hydroxide / tetrahydrofuran; methanol; H₂O / 1 h

12: oxalyl chloride, N,N-dimethylformamide / CH₂Cl₂ / 1 h

13: triethylamine / CH₂Cl₂

14: 90 percent / conc. sulfuric acid / diethyl ether / 3 h

15: 1.) N-methylmorpholine N-oxide, osmium tetraoxide, 2.) sodium periodate / 1.) THF, H₂O, overnight, 2.) ethanol, H₂O, 2 h

With dichloro-acetic acid; lithium hydroxide; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; aluminium trichloride; sodium dihydrogen phosphate; oxalyl dichloride; nitromethane; sulfuric acid; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 4-methylmorpholine N-oxide; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene;

DOI:10.1021/jm00001a014

upstream raw materials:

2-allyl-9-benzyl-8-cyano-3-phenylpyrido<3,4-b>indol-1(2H)-one

2,2-diethoxyacetophenone

N-allyl-2,2-diethoxy-1-phenylethylamine

1-benzyl-7-cyanoindole-2-carboxylic acid

Downstream raw materials:

2-(9-Benzyl-8-cyano-1-oxo-3-phenyl-1,9-dihydro-β-carbolin-2-yl)-N-(3,3,3-trifluoro-2-hydroxy-1-isopropyl-propyl)-acetamide

2-(8-Methoxycarbonyl-1-oxo-3-phenyl-1,2-dihydropyrido[3,4-b]-indol-2-yl)-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide

2-<8-(methoxycarbonyl)-1-oxo-3-phenyl-1,2-dihydropyrido<3,4-b>indol-2-yl>-N-(3,3,3-trifluoro-2-hydroxy-1-isopropylpropyl)acetamide

1-Oxo-3-phenyl-2-[(3,3,3-trifluoro-2-hydroxy-1-isopropyl-propylcarbamoyl)-methyl]-2,9-dihydro-1H-β-carboline-8-carboxylic acid

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