(S)-5-fluoro-N-(1-(4-Methoxyphenyl)ethyl)-2-(5,5,5-trifluoro-2-Methyl-4-oxopentan-2-yl)benzaMide

Base Information

• Chemical Name: (S)-5-fluoro-N-(1-(4-Methoxyphenyl)ethyl)-2-(5,5,5-trifluoro-2-Methyl-4-oxopentan-2-yl)benzaMide
• CAS No.: 1198785-54-4
• Molecular Formula: C22H23F4NO3
• Molecular Weight: 425.423
• Mol file: 1198785-54-4.mol

Synonyms:(S)-5-fluoro-N-(1-(4-Methoxyphenyl)ethyl)-2-(5,5,5-trifluoro-2-Methyl-4-oxopentan-2-yl)benzaMide;5-Fluoro-N-[(1S)-1-(4-methoxyphenyl)ethyl]-2-(4,4,4-trifluoro-1,1-dimethyl-3-oxobutyl)benzamide

Chemical Property of (S)-5-fluoro-N-(1-(4-Methoxyphenyl)ethyl)-2-(5,5,5-trifluoro-2-Methyl-4-oxopentan-2-yl)benzaMide

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-5-fluoro-N-(1-(4-Methoxyphenyl)ethyl)-2-(5,5,5-trifluoro-2-Methyl-4-oxopentan-2-yl)benzaMide

There total 11 articles about (S)-5-fluoro-N-(1-(4-Methoxyphenyl)ethyl)-2-(5,5,5-trifluoro-2-Methyl-4-oxopentan-2-yl)benzaMide 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: 90.0%

C13H11ClF4O2 + (S)-1-(4-methoxyphenyl)ethylamine (6298-96-0,22038-86-4,35600-82-9,41851-59-6) → (S)-5-fluoro-N-(1-(4-methoxyphenyl)ethyl)-2-(5,5,5-trifluoro-2-methyl-4-oxopentan-2-yl)benzamide (1198785-54-4)

Guidance literature:

With 2,6-dimethylpyridine; In tetrahydrofuran; toluene; at 0 - 25 ℃;

Reference yield: 86.0%

4-(2-bromo-4-fluorophenyl)-1,1,1-trifluoro-4-methylpentan-2-one (1198785-52-2) + 1-[(1S)-1-isocyanatoethyl]-4-methoxybenzene (745783-83-9) → (S)-5-fluoro-N-(1-(4-methoxyphenyl)ethyl)-2-(5,5,5-trifluoro-2-methyl-4-oxopentan-2-yl)benzamide (1198785-54-4)

Guidance literature:

4-(2-bromo-4-fluorophenyl)-1,1,1-trifluoro-4-methylpentan-2-one; With sodium hydride; In tetrahydrofuran; mineral oil; at 5 - 25 ℃;

With TurboGrignard; In tetrahydrofuran; mineral oil; at 0 - 5 ℃;

1-[(1S)-1-isocyanatoethyl]-4-methoxybenzene;

Reference yield:

4-(2-bromo-4-fluorophenyl)-1,1,1-trifluoro-4-methylpentan-2-one (1198785-52-2) → (S)-5-fluoro-N-(1-(4-methoxyphenyl)ethyl)-2-(5,5,5-trifluoro-2-methyl-4-oxopentan-2-yl)benzamide (1198785-54-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil; 1,4-dioxane / 2 h / 5 - 25 °C / Large scale

1.2: 5 h / 5 - 25 °C / Large scale

1.3: 0.5 h / -15 - 20 °C / Large scale

2.1: N,N-dimethyl acetamide; thionyl chloride / toluene / 3.5 h / 25 - 50 °C / Large scale

3.1: 2,6-dimethylpyridine / tetrahydrofuran; toluene / 2 h / 0 - 20 °C / Large scale

With 2,6-dimethylpyridine; thionyl chloride; N,N-dimethyl acetamide; sodium hydride; In tetrahydrofuran; 1,4-dioxane; toluene; mineral oil;

DOI:10.1021/jo400079z

upstream raw materials:

(S)-1-(4-methoxyphenyl)ethylamine

4-(2-bromo-4-fluorophenyl)-1,1,1-trifluoro-4-methylpentan-2-one

1-[(1S)-1-isocyanatoethyl]-4-methoxybenzene

2,2-dimethyl-5-(propan-2-ylidene)-1,3-dioxane-4,6-dione

Downstream raw materials:

5-fluoro-2-((S)-4-hydroxy-2-methyl-4-(trifluoromethyl)hept-6-yn-2-yl)-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide

C₂₈H₃₅F₄NO₃Si

C₂₈H₃₅F₄NO₃Si

5-fluoro-2-((S)-4-hydroxy-2-methyl-4-(trifluoromethyl)-7-(trimethylsilyl)hept-6-yn-2-yl)-N-((S)-1-(4-methoxyphenyl)ethyl)benzamide