(S)-N-(2,2,2-trifluoro-1-phenylethyl)acetamide

Base Information

• Chemical Name: (S)-N-(2,2,2-trifluoro-1-phenylethyl)acetamide
• CAS No.: 1589570-35-3
• Molecular Formula: C₁₀H₁₀F₃NO
• Molecular Weight: 217.191
• Mol file: 1589570-35-3.mol

Synonyms:(S)-N-(2,2,2-trifluoro-1-phenylethyl)acetamide

Chemical Property of (S)-N-(2,2,2-trifluoro-1-phenylethyl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-(2,2,2-trifluoro-1-phenylethyl)acetamide

There total 7 articles about (S)-N-(2,2,2-trifluoro-1-phenylethyl)acetamide 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: 93.0%

Isopropyl acetate (108-21-4) + 1-amino-2,2,2-trifluoro-1-phenylethane (51586-24-4) → (S)-N-(2,2,2-trifluoro-1-phenylethyl)acetamide (1589570-35-3)

Guidance literature:

With Candida antarctica lipase B; Pd/Al₂O₃; triethylamine; In toluene; at 70 ℃; for 120h; Reagent/catalyst; Temperature; Pressure; enantioselective reaction; Molecular sieve; Enzymatic reaction;

DOI:10.1002/cctc.201402114

Reference yield:

Isopropyl acetate (108-21-4) + 1-amino-2,2,2-trifluoro-1-phenylethane (51586-24-4) → (S)-N-(2,2,2-trifluoro-1-phenylethyl)acetamide (1589570-35-3) + (R)-(-)-2,2,2-Trifluoro-1-phenylethylamine (22038-85-3)

Guidance literature:

With Lindlar's catalyst; triethylamine; In toluene; at 70 ℃; for 168h; Reagent/catalyst; Time; stereoselective reaction; Molecular sieve; Resolution of racemate; Green chemistry; Enzymatic reaction;

DOI:10.1039/c3ra40526e

Reference yield:

N-(1-phenyl-2,2,2-trifluoroisopropylidene)benzylamine (119561-19-2) → (S)-N-(2,2,2-trifluoro-1-phenylethyl)acetamide (1589570-35-3) + (R)-(-)-2,2,2-Trifluoro-1-phenylethylamine (22038-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1: benzylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 90 °C

2: triethylamine; Lindlar's catalyst / toluene / 168 h / 70 °C / Molecular sieve; Resolution of racemate; Green chemistry; Enzymatic reaction

With Lindlar's catalyst; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; benzylamine; In toluene;

DOI:10.1039/c3ra40526e

upstream raw materials:

Isopropyl acetate

1-amino-2,2,2-trifluoro-1-phenylethane

2,2,2-trifluoroacetophenone oxime

N-(1-phenyl-2,2,2-trifluoroisopropylidene)benzylamine

Refernces

• 1、 Cheng, Guilin,Wu, Qi,Shang, Zeyu,Liang, Xinhua,Lin, Xianfu. "Stereoselective transformations of α-trifluoromethylated ketoximes to optically active amines by enzyme-nanometal cocatalysis: Synthesis of (s)-inhibitor of phenylethanolamine n-methyltransferase". . p. 2129 - 2133. Retrieved 2014/08/05.