2-[({3-(4-Chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetyl)amino]-3,3,3-trifluoro-2-[3-(trifluoromethyl)phenyl]propanamide

Base Information

• Chemical Name: 2-[({3-(4-Chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetyl)amino]-3,3,3-trifluoro-2-[3-(trifluoromethyl)phenyl]propanamide
• CAS No.: 1245940-94-6
• Molecular Formula: C₂₃H₁₇ClF₉N₅O₄
• Molecular Weight: 633.858
• Mol file: 1245940-94-6.mol

Synonyms:2-[({3-(4-Chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetyl)amino]-3,3,3-trifluoro-2-[3-(trifluoromethyl)phenyl]propanamide

Chemical Property of 2-[({3-(4-Chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetyl)amino]-3,3,3-trifluoro-2-[3-(trifluoromethyl)phenyl]propanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[({3-(4-Chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetyl)amino]-3,3,3-trifluoro-2-[3-(trifluoromethyl)phenyl]propanamide

There total 9 articles about 2-[({3-(4-Chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetyl)amino]-3,3,3-trifluoro-2-[3-(trifluoromethyl)phenyl]propanamide 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: 53.0%

2-Amino-3,3,3-trifluoro-2-[3-(trifluoromethyl)phenyl]propanoic acid + {4-[(2S)-2-{[tert-Butyl(dimethyl)silyl]oxy}-3,3,3-trifluoropropyl]-3-(4-chlorophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetic acid (1245940-68-4) → 2-[({3-(4-Chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetyl)amino]-3,3,3-trifluoro-2-[3-(trifluoromethyl)phenyl]propanamide (1245940-94-6)

Guidance literature:

{4-[(2S)-2-{[tert-Butyl(dimethyl)silyl]oxy}-3,3,3-trifluoropropyl]-3-(4-chlorophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetic acid; With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In dichloromethane; at 20 ℃; for 0.166667h;

2-Amino-3,3,3-trifluoro-2-[3-(trifluoromethyl)phenyl]propanoic acid; pyridine; In dichloromethane;

With tetrabutyl ammonium fluoride; In dichloromethane; at 20 ℃; for 1.25h;

Reference yield:

2,2,2-trifluoro-3'-(trifluoromethyl)acetophenone (721-37-9) → 2-[({3-(4-Chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetyl)amino]-3,3,3-trifluoro-2-[3-(trifluoromethyl)phenyl]propanamide (1245940-94-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (R)-2-methylpropane-2-sulfinamide / titanium(IV) isopropylate / hexane / 20 °C

1.2: 72 h / 20 °C

2.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.17 h / 20 °C

2.3: 1.25 h / 20 °C

With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; (R)-2-methylpropane-2-sulfinamide; titanium(IV) isopropylate; In hexane; dichloromethane;

Reference yield:

[3-(4-chlorophenyl)-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]acetic acid (1228650-22-3) → 2-[({3-(4-Chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetyl)amino]-3,3,3-trifluoro-2-[3-(trifluoromethyl)phenyl]propanamide (1245940-94-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: pyridine / 0.5 h / 35 °C / Inert atmosphere

1.2: 70 °C

2.1: sodium tetrahydroborate / methanol / 1.5 h / Cooling with ice

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

4.1: ethyl acetate; 2-Methylpentane / Resolution of racemate

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

5.2: pH 1 - 2

6.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

6.2: 0.5 h

6.3: pH 4

7.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.17 h / 20 °C

7.3: 1.25 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; potassium carbonate; potassium iodide; lithium hydroxide; In pyridine; methanol; 2-Methylpentane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

4-chlorobenzoic acid hydrazide

ethyl N-({2-[(4-chlorophenyl)carbonyl]hydrazinyl}carbonyl)glycinate

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

5-(4-chlorophenyl)-4-(3,3,3-trifluoro-2-oxopropyl)-2,4-dihydro-3H-1,2,4-triazol-3-one