Technology Process of N-{(2R)-1-amino-1-(hydroxyimino)-2-[3-(trifluoromethyl)phenyl]propan-2-yl}-2-{3-(4-chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetamide
There total 10 articles about N-{(2R)-1-amino-1-(hydroxyimino)-2-[3-(trifluoromethyl)phenyl]propan-2-yl}-2-{3-(4-chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydroxylamine hydrochloride; triethylamine;
In
dimethyl sulfoxide;
at 75 ℃;
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: tetrahydrofuran / 2 h / 50 °C
2.1: sodium hydroxide; water / Reflux
2.2: pH 1
3.1: pyridine / 35 °C / Inert atmosphere
3.2: 70 °C
4.1: sodium tetrahydroborate; methanol / water; methanol / Cooling with ice
5.1: potassium carbonate; potassium iodide / acetonitrile / 1 h / Reflux
6.1: chiral selector poly(N-methacryloyl-L-isoleucine-3-pentylamide)-based silica gel column / ethyl acetate; 2-Methylpentane / 24 °C / Resolution of racemate
7.1: water; lithium hydroxide / methanol / 1 h / 20 °C
7.2: pH 1 - 2
8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.33 h / 20 °C
8.2: 1 h / 20 °C
9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h
9.2: 0.33 h / 20 °C
10.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 20 °C
11.1: hydroxylamine hydrochloride; triethylamine / dimethyl sulfoxide / 75 °C
With
pyridine; methanol; sodium tetrahydroborate; hydroxylamine hydrochloride; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic anhydride; potassium iodide; sodium hydroxide; lithium hydroxide;
In
tetrahydrofuran; methanol; 2-Methylpentane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: pyridine / 35 °C / Inert atmosphere
1.2: 70 °C
2.1: sodium tetrahydroborate; methanol / water; methanol / Cooling with ice
3.1: potassium carbonate; potassium iodide / acetonitrile / 1 h / Reflux
4.1: chiral selector poly(N-methacryloyl-L-isoleucine-3-pentylamide)-based silica gel column / ethyl acetate; 2-Methylpentane / 24 °C / Resolution of racemate
5.1: water; lithium hydroxide / methanol / 1 h / 20 °C
5.2: pH 1 - 2
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.33 h / 20 °C
6.2: 1 h / 20 °C
7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h
7.2: 0.33 h / 20 °C
8.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 20 °C
9.1: hydroxylamine hydrochloride; triethylamine / dimethyl sulfoxide / 75 °C
With
pyridine; methanol; sodium tetrahydroborate; hydroxylamine hydrochloride; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic anhydride; potassium iodide; lithium hydroxide;
In
tetrahydrofuran; methanol; 2-Methylpentane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
![2-{3-(4-Chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}-N-{(1R)-1-cyano-1-[3-(trifluoromethyl)phenyl]ethyl}acetamide](/Databaselist/images/loading.webp)
