(2R)-2-amino-N-(3,5-dichlorophenyl)-2-[⁽²⁾H₃]methyl-3-[4-(trifluoromethoxy)phenyl]propanamide

Base Information

• Chemical Name: (2R)-2-amino-N-(3,5-dichlorophenyl)-2-[⁽²⁾H₃]methyl-3-[4-(trifluoromethoxy)phenyl]propanamide
• CAS No.: 1356584-77-4
• Molecular Formula: C₁₇H₁₅Cl₂F₃N₂O₂
• Molecular Weight: 410.196

Synonyms:(2R)-2-amino-N-(3,5-dichlorophenyl)-2-[⁽²⁾H₃]methyl-3-[4-(trifluoromethoxy)phenyl]propanamide

Chemical Property of (2R)-2-amino-N-(3,5-dichlorophenyl)-2-[⁽²⁾H₃]methyl-3-[4-(trifluoromethoxy)phenyl]propanamide

Chemical Property:

Purity/Quality:

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Technology Process of (2R)-2-amino-N-(3,5-dichlorophenyl)-2-[⁽²⁾H₃]methyl-3-[4-(trifluoromethoxy)phenyl]propanamide

There total 5 articles about (2R)-2-amino-N-(3,5-dichlorophenyl)-2-[⁽²⁾H₃]methyl-3-[4-(trifluoromethoxy)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: 97.0%

(2R,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-[(2)H3]methyl-1-(2,2,2-trifluoroacetyl)-5-[[4-(trifluoromethoxy)phenyl]methyl]imidazolidin-4-one (1356584-75-2) → (2R)-2-amino-N-(3,5-dichlorophenyl)-2-[(2)H3]methyl-3-[4-(trifluoromethoxy)phenyl]propanamide (1356584-77-4)

Guidance literature:

(2R,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-[⁽²⁾H₃]methyl-1-(2,2,2-trifluoroacetyl)-5-[[4-(trifluoromethoxy)phenyl]methyl]imidazolidin-4-one; With N-benzyl-trimethylammonium hydroxide; sodium hydroxide; In 1,4-dioxane; water; at 50 ℃;

With hydrogenchloride; In 1,4-dioxane; water; at 50 ℃; for 3h; Cooling with ice;

With sodium hydroxide; In water; toluene; pH=12;

DOI:10.1002/jlcr.1934

Reference yield:

[(R)-1-(3,5-dichlorophenylcarbamoyl)[2,2,2-(2)H3]ethyl]carbamic acid tert-butyl ester (1356584-67-2) → (2R)-2-amino-N-(3,5-dichlorophenyl)-2-[(2)H3]methyl-3-[4-(trifluoromethoxy)phenyl]propanamide (1356584-77-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride; water / methanol / 0 - 20 °C

1.2: Cooling with ice

2.1: toluene / 55 °C

3.1: triethylamine / dichloromethane / 0.17 h / -5 °C

3.2: -5 - 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -20 - -15 °C / Inert atmosphere

4.2: -15 - 20 °C

5.1: N-benzyl-trimethylammonium hydroxide; sodium hydroxide / 1,4-dioxane; water / 50 °C

5.2: 3 h / 50 °C / Cooling with ice

5.3: pH 12

With hydrogenchloride; water; N-benzyl-trimethylammonium hydroxide; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; toluene;

DOI:10.1002/jlcr.1934

Reference yield:

(R)-2-amino-N-(3,5-dichlorophenyl)[3,3,3-(2)H]propionamide (1356584-69-4) → (2R)-2-amino-N-(3,5-dichlorophenyl)-2-[(2)H3]methyl-3-[4-(trifluoromethoxy)phenyl]propanamide (1356584-77-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: toluene / 55 °C

2.1: triethylamine / dichloromethane / 0.17 h / -5 °C

2.2: -5 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -20 - -15 °C / Inert atmosphere

3.2: -15 - 20 °C

4.1: N-benzyl-trimethylammonium hydroxide; sodium hydroxide / 1,4-dioxane; water / 50 °C

4.2: 3 h / 50 °C / Cooling with ice

4.3: pH 12

With N-benzyl-trimethylammonium hydroxide; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene;

DOI:10.1002/jlcr.1934

upstream raw materials:

[(R)-1-(3,5-dichlorophenylcarbamoyl)[2,2,2-⁽²⁾H₃]ethyl]carbamic acid tert-butyl ester

(R)-2-amino-N-(3,5-dichlorophenyl)[3,3,3-⁽²⁾H]propionamide

(2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-([⁽²⁾H₃]methyl)imidazolidin-4-one

(2S,5R)-2-(tert-butyl)-3-(3,5-dichlorophenyl)-5-[⁽²⁾H₃]methyl-1-(2,2,2-trifluoroacetyl)imidazolidin-4-one

Downstream raw materials:

tert-butyl N-[2-[[(1R)-2-(3,5-dichloroanilino)-1-[⁽²⁾H₃]methyl-2-oxo-1-[[4-(trifluoromethoxy)phenyl]methyl]ethyl]amino]-2-oxo[⁽¹³⁾C₂]ethyl]carbamate

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