(R)-2-phenyl-2-((4-(trifluoromethyl)phenyl)amino)but-3-yn-1-ol

Base Information

• Chemical Name: (R)-2-phenyl-2-((4-(trifluoromethyl)phenyl)amino)but-3-yn-1-ol
• CAS No.: 1174824-68-0
• Molecular Formula: C₁₇H₁₄F₃NO
• Molecular Weight: 305.299
• Mol file: 1174824-68-0.mol

Synonyms:(R)-2-phenyl-2-((4-(trifluoromethyl)phenyl)amino)but-3-yn-1-ol

Chemical Property of (R)-2-phenyl-2-((4-(trifluoromethyl)phenyl)amino)but-3-yn-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-phenyl-2-((4-(trifluoromethyl)phenyl)amino)but-3-yn-1-ol

There total 5 articles about (R)-2-phenyl-2-((4-(trifluoromethyl)phenyl)amino)but-3-yn-1-ol 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%

2-ethynyl-2-phenyloxirane (10066-52-1) + 4-trifluoromethylphenylamine (455-14-1) → (R)-2-phenyl-2-((4-(trifluoromethyl)phenyl)amino)but-3-yn-1-ol (1174824-68-0)

Guidance literature:

With (R)-3,5-di-tert-butyl-4-methoxyphenyl-(6,6’-dimethoxybiphenyl-2,2’-diyl)-bis(diphenylphosphine); copper(II) bis(trifluoromethanesulfonate); N-ethyl-N,N-diisopropylamine; In acetone; at -20 ℃; for 3h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo901064n

Reference yield:

4-trifluoromethylphenylamine (455-14-1) + 4-acetylenyl-4-phenyl-1,3-dioxolan-2-one → (R)-2-phenyl-2-((4-(trifluoromethyl)phenyl)amino)but-3-yn-1-ol (1174824-68-0) + (S)-2-phenyl-2-((4-(trifluoromethyl)phenyl)amino)but-3-yn-1-ol

Guidance literature:

With copper(l) iodide; triethylamine; 2,6-bis<(S)-4'-benzyloxazolin-2'-yl>pyridine; In toluene; at -20 ℃; for 2h; Overall yield = 65 %; Overall yield = 48.3 mg; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201701613

Reference yield:

2-phenyl-but-3-yne-1,2-diol (1040274-54-1) → (R)-2-phenyl-2-((4-(trifluoromethyl)phenyl)amino)but-3-yn-1-ol (1174824-68-0) + (S)-2-phenyl-2-((4-(trifluoromethyl)phenyl)amino)but-3-yn-1-ol

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; dmap / dichloromethane / 20 °C

2: copper(l) iodide; triethylamine; 2,6-bis<(S)-4'-benzyloxazolin-2'-yl>pyridine / toluene / 2 h / -20 °C / Inert atmosphere

With dmap; copper(l) iodide; triethylamine; 2,6-bis<(S)-4'-benzyloxazolin-2'-yl>pyridine; In dichloromethane; toluene;

DOI:10.1002/adsc.201701613

upstream raw materials:

2-ethynyl-2-phenyloxirane

4-trifluoromethylphenylamine

2-phenyl-but-3-yne-1,2-diol

2-phenyl-4-trimethylsilanyl-but-3-yne-1,2-diol