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

Base Information

Chemical Name: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
CAS No.:157422-76-9
Molecular Formula:C₃₃H₂₉F₃N₄O₃
Molecular Weight:586.613
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 32 articles about 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 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: 73.0%

: 106746-09-2
3(RS)-amino-1,1,1-trifluoro-2(RS)-hydroxy-4-methylpentane hydrochloride

: 157422-75-8
(9-benzyl-8-cyano-1-oxo-3-phenyl-1,2-dihydropyrido<3,4-b>indol-2-yl)acetic acid

: 157422-76-9
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

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In N,N-dimethyl-formamide;
DOI:10.1021/jm00001a014

Reference yield:

: 6175-45-7
2,2-diethoxyacetophenone

: 157422-76-9
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

Guidance literature:: Multi-step reaction with 6 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

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

6: 73 percent / 1-hydroxybenzotriazole, triethylamine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodimide / dimethylformamide

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 3 A molecular sieve; sulfuric acid; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jm00001a014

Reference yield:

: 157422-73-6
N-allyl-2,2-diethoxy-1-phenylethylamine

: 157422-76-9
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

Guidance literature:: Multi-step reaction with 5 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

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

5: 73 percent / 1-hydroxybenzotriazole, triethylamine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodimide / dimethylformamide

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; sulfuric acid; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jm00001a014