(S)-2-amino-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-methylpropanamide

Base Information

• Chemical Name: (S)-2-amino-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-methylpropanamide
• CAS No.: 1239669-89-6
• Molecular Formula: C₁₉H₁₅F₃N₄O₂
• Molecular Weight: 388.349
• Mol file: 1239669-89-6.mol

Synonyms:(S)-2-amino-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-methylpropanamide

Chemical Property of (S)-2-amino-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-methylpropanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-amino-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-methylpropanamide

There total 6 articles about (S)-2-amino-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-methylpropanamide 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: 80.0%

[S(S),S]-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-((S)-1,1-dimethylethylsulfinamido)-2-methylpropanamide (1373493-15-2) → (S)-2-amino-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-methylpropanamide (1239669-89-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol; at -5 - 20 ℃; Inert atmosphere;

DOI:10.1021/ml3000269

Reference yield:

[S(S),S]-(tert-butylsulfinyl)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methylziridine-2-carboxamide (1373493-14-1) → (S)-2-amino-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-methylpropanamide (1239669-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 36 h / 70 °C / Inert atmosphere

2: hydrogenchloride / 1,4-dioxane; methanol / -5 - 20 °C / Inert atmosphere

With hydrogenchloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; methanol; toluene;

DOI:10.1021/ml3000269

Reference yield:

S(S)-2-(tert-butylsulfinylimino)-N-(4-cyano-3-(trifluoromethyl)phenyl) propanamide (1239669-98-7) → (S)-2-amino-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-methylpropanamide (1239669-89-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methyllithium; lithium bromide / tetrahydrofuran; diethyl ether / -78 °C / Inert atmosphere

1.2: 4 h / -78 - 0 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 36 h / 70 °C / Inert atmosphere

3.1: hydrogenchloride / 1,4-dioxane; methanol / -5 - 20 °C / Inert atmosphere

With hydrogenchloride; methyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium bromide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; toluene;

DOI:10.1021/ml3000269

upstream raw materials:

[S(S),S]-(tert-butylsulfinyl)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methylziridine-2-carboxamide

[S(S),S]-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-((S)-1,1-dimethylethylsulfinamido)-2-methylpropanamide

S(S)-2-(tert-butylsulfinylimino)-N-(4-cyano-3-(trifluoromethyl)phenyl) propanamide

4-cyanophenol

Downstream raw materials:

(S)-4-(4-((4-cyanophenoxy)methyl)-4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile