1-(2-chloro-5-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylic acid

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Chemical Name:1-(2-chloro-5-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylic acid
CAS No.:1380603-86-0
Molecular Formula:C₂₂H₂₀Cl₂F₃NO₃
Molecular Weight:474.307
Hs Code.:

Synonyms:1-(2-chloro-5-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylic acid

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Chemical Property of 1-(2-chloro-5-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylic acid

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Technology Process of 1-(2-chloro-5-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylic acid

There total 10 articles about 1-(2-chloro-5-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylic acid 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: 91.0%

: 1380605-85-5
tert-butyl 1-(2-chloro-5-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylate

: 1380603-86-0
1-(2-chloro-5-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2.5h;
DOI:10.1021/acs.jmedchem.0c02154

Reference yield:

: 835629-56-6
(3R)-4,4,4-trifluoro-3-methylbutanoic acid

: 1380603-86-0
1-(2-chloro-5-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: thionyl chloride / 2 h / 80 °C

2.1: lithium hexamethyldisilazane / toluene / 0.17 h / -20 - -10 °C / Inert atmosphere

2.2: 4.17 h / 20 - 80 °C / Inert atmosphere

3.1: sodium hydroxide; water / 1,4-dioxane / 3 h / 50 °C

4.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; pyridine / N,N-dimethyl-formamide / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C

With pyridine; thionyl chloride; water; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; lithium hexamethyldisilazane; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.jmedchem.0c02154

Reference yield:

: 1297549-70-2
(+)-ethyl (3R)-4,4,4-trifluoro-3-methylbutanoate

: 1380603-86-0
1-(2-chloro-5-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / toluene / 0.17 h / -20 - -10 °C / Inert atmosphere

1.2: 4.17 h / 20 - 80 °C / Inert atmosphere

2.1: sodium hydroxide; water / 1,4-dioxane / 3 h / 50 °C

3.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; pyridine / N,N-dimethyl-formamide / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C

With pyridine; water; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; lithium hexamethyldisilazane; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.jmedchem.0c02154