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

Base Information

Chemical Name:(+)-1-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylic acid
CAS No.:1380604-16-9
Molecular Formula:C₂₂H₂₀Cl₂F₃NO₃
Molecular Weight:474.307
Hs Code.:

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

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

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

There total 13 articles about (+)-1-(4-chloro-3-{[(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: 87.0%

: 1380606-11-0
tert-butyl 1-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylate

: 1380604-16-9
(+)-1-(4-chloro-3-{[(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 3h;
DOI:10.1021/acs.jmedchem.0c02154

Reference yield:

: 1380604-86-3
tert-butyl 1-[3-(benzylamino)-4-chlorobenzyl]cyclopropanecarboxylate

: 1380604-16-9
(+)-1-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogen / palladium 10% on activated carbon / ethanol; tetrahydrofuran / 20 °C / 760.05 Torr

2.1: pyridine; 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.5 h / 20 °C

2.2: 1 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

With pyridine; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; hydrogen; trifluoroacetic acid; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane;

Reference yield:

: 42860-10-6
3-bromo-4-chlorobenzoic acid

: 1380604-16-9
(+)-1-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}benzyl)cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: borane-THF / tetrahydrofuran / -10 - 20 °C

2.1: phosphorus tribromide / dichloromethane / 1 h / -5 °C

3.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 4 h / -70 - -60 °C / Inert atmosphere

3.2: -60 - 20 °C

4.1: sodium t-butanolate / 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 3 h / 110 °C / Inert atmosphere

5.1: hydrogen / palladium 10% on activated carbon / ethanol; tetrahydrofuran / 20 °C / 760.05 Torr

6.1: pyridine; 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.5 h / 20 °C

6.2: 1 h / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

With pyridine; n-butyllithium; borane-THF; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; hydrogen; phosphorus tribromide; diisopropylamine; trifluoroacetic acid; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; ethanol; hexane; dichloromethane; toluene;