tert-butyl [1-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]-amino}phenyl)cyclobutyl]acetate

Base Information

Chemical Name:tert-butyl [1-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]-amino}phenyl)cyclobutyl]acetate
CAS No.:1297553-16-2
Molecular Formula:C₂₇H₃₀Cl₂F₃NO₃
Molecular Weight:544.441
Hs Code.:

Synonyms:tert-butyl [1-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]-amino}phenyl)cyclobutyl]acetate

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Chemical Property of tert-butyl [1-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]-amino}phenyl)cyclobutyl]acetate

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Technology Process of tert-butyl [1-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]-amino}phenyl)cyclobutyl]acetate

There total 11 articles about tert-butyl [1-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]-amino}phenyl)cyclobutyl]acetate 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: 68.0%

: 1297550-14-1
(+)-(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoic acid

: 1297552-89-6
tert-butyl [1-(3-amino-4-chlorophenyl)-cyclobutyl]acetate

: 1297553-16-2
tert-butyl [1-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]-amino}phenyl)cyclobutyl]acetate

Guidance literature:: (+)-(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoic acid; With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In dichloromethane; at 20 ℃; for 0.5h;

tert-butyl [1-(3-amino-4-chlorophenyl)-cyclobutyl]acetate; With pyridine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/acs.jmedchem.0c02154

Reference yield:

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

: 1297553-16-2
tert-butyl [1-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]-amino}phenyl)cyclobutyl]acetate

Guidance literature:: Multi-step reaction with 4 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: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.5 h / 20 °C

4.2: 1 h / 20 °C

With thionyl chloride; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; water; sodium hydroxide; lithium hexamethyldisilazane; In 1,4-dioxane; dichloromethane; toluene;
DOI:10.1021/acs.jmedchem.0c02154

Reference yield:

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

: 1297553-16-2
tert-butyl [1-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]-amino}phenyl)cyclobutyl]acetate

Guidance literature:: Multi-step reaction with 3 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: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.5 h / 20 °C

3.2: 1 h / 20 °C

With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; water; sodium hydroxide; lithium hexamethyldisilazane; In 1,4-dioxane; dichloromethane; toluene;
DOI:10.1021/acs.jmedchem.0c02154