N-{(2R)-1-amino-1-{[(isobutoxycarbonyl)oxy]imino}-2-[3-(trifluoromethyl)phenyl]propan-2-yl}-2-{3-(4-chloro-phenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetamide

Base Information

Chemical Name:N-{(2R)-1-amino-1-{[(isobutoxycarbonyl)oxy]imino}-2-[3-(trifluoromethyl)phenyl]propan-2-yl}-2-{3-(4-chloro-phenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetamide
CAS No.:1268636-01-6
Molecular Formula:C₂₈H₂₉ClF₆N₆O₆
Molecular Weight:695.018
Hs Code.:

N-{(2R)-1-amino-1-{[(isobutoxycarbonyl)oxy]imino}-2-[3-(trifluoromethyl)phenyl]propan-2-yl}-2-{3-(4-chloro-phenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetamide

Synonyms:N-{(2R)-1-amino-1-{[(isobutoxycarbonyl)oxy]imino}-2-[3-(trifluoromethyl)phenyl]propan-2-yl}-2-{3-(4-chloro-phenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetamide

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Chemical Property of N-{(2R)-1-amino-1-{[(isobutoxycarbonyl)oxy]imino}-2-[3-(trifluoromethyl)phenyl]propan-2-yl}-2-{3-(4-chloro-phenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetamide

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Technology Process of N-{(2R)-1-amino-1-{[(isobutoxycarbonyl)oxy]imino}-2-[3-(trifluoromethyl)phenyl]propan-2-yl}-2-{3-(4-chloro-phenyl)-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-{[(isobutoxycarbonyl)oxy]imino}-2-[3-(trifluoromethyl)phenyl]propan-2-yl}-2-{3-(4-chloro-phenyl)-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. 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:

: 1268635-49-9
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

: 543-27-1
isobutyl chloroformate

: 1268636-01-6
N-{(2R)-1-amino-1-{[(isobutoxycarbonyl)oxy]imino}-2-[3-(trifluoromethyl)phenyl]propan-2-yl}-2-{3-(4-chloro-phenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetamide

Guidance literature:: With pyridine; In N,N-dimethyl-formamide; at 0 ℃;

Reference yield:

: 1228650-22-3
[3-(4-chlorophenyl)-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]acetic acid

: 1268636-01-6
N-{(2R)-1-amino-1-{[(isobutoxycarbonyl)oxy]imino}-2-[3-(trifluoromethyl)phenyl]propan-2-yl}-2-{3-(4-chloro-phenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetamide

Guidance literature:: Multi-step reaction with 10 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

10.1: pyridine / N,N-dimethyl-formamide / 0 °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;

Reference yield:

: 1228650-25-6
5-(4-chlorophenyl)-4-[⁽²⁸⁾-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

: 1268636-01-6
N-{(2R)-1-amino-1-{[(isobutoxycarbonyl)oxy]imino}-2-[3-(trifluoromethyl)phenyl]propan-2-yl}-2-{3-(4-chloro-phenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate; potassium iodide / acetonitrile / 1 h / Reflux

2.1: chiral selector poly(N-methacryloyl-L-isoleucine-3-pentylamide)-based silica gel column / ethyl acetate; 2-Methylpentane / 24 °C / Resolution of racemate

3.1: water; lithium hydroxide / methanol / 1 h / 20 °C

3.2: pH 1 - 2

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.33 h / 20 °C

4.2: 1 h / 20 °C

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h

5.2: 0.33 h / 20 °C

6.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 20 °C

7.1: hydroxylamine hydrochloride; triethylamine / dimethyl sulfoxide / 75 °C

8.1: pyridine / N,N-dimethyl-formamide / 0 °C

With pyridine; 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; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;