(+)-[3-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}phenyl)-oxetan-3-yl]acetic acid

Base Information

Chemical Name:(+)-[3-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}phenyl)-oxetan-3-yl]acetic acid
CAS No.:1297547-20-6
Molecular Formula:C₂₂H₂₀Cl₂F₃NO₄
Molecular Weight:490.306
Hs Code.:

Synonyms:(+)-[3-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}phenyl)-oxetan-3-yl]acetic acid

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Chemical Property of (+)-[3-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}phenyl)-oxetan-3-yl]acetic acid

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Technology Process of (+)-[3-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}phenyl)-oxetan-3-yl]acetic acid

There total 11 articles about (+)-[3-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}phenyl)-oxetan-3-yl]acetic 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: 97.0%

: 1297550-58-3
benzyl [3-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}phenyl)oxetan-3-yl]acetate

: 1297547-20-6
(+)-[3-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}phenyl)-oxetan-3-yl]acetic acid

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In ethyl acetate; for 2h; under 760.051 Torr;

Reference yield:

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

: 1297547-20-6
(+)-[3-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}phenyl)-oxetan-3-yl]acetic acid

Guidance literature:: Multi-step reaction with 6 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: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 1 h / -10 - -5 °C

5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 °C

5.2: 2 h

6.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 2 h

With thionyl chloride; oxalyl dichloride; palladium 10% on activated carbon; water; hydrogen; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.jmedchem.0c02154

Reference yield:

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

: 1297547-20-6
(+)-[3-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}phenyl)-oxetan-3-yl]acetic acid

Guidance literature:: Multi-step reaction with 5 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: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 1 h / -10 - -5 °C

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 °C

4.2: 2 h

5.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 2 h

With oxalyl dichloride; palladium 10% on activated carbon; water; hydrogen; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.jmedchem.0c02154