(S)-2-Methyl-1-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine

Base Information

• Chemical Name: (S)-2-Methyl-1-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine
• CAS No.: 306296-89-9
• Molecular Formula: C₁₄H₁₉F₃N₂
• Molecular Weight: 272.313
• Mol file: 306296-89-9.mol

Synonyms:(S)-2-Methyl-1-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine

Chemical Property of (S)-2-Methyl-1-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-Methyl-1-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine

There total 7 articles about (S)-2-Methyl-1-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine 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: 100.0%

1-[4(trifluoromethyl)-α(S)-methylbenzyl]-2(S)-methyl-4-(tert-butoxycarbonyl)piperazine (306296-87-7) → (S)-2-Methyl-1-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine (306296-89-9)

Guidance literature:

With hydrogenchloride; In water; at 0 - 25 ℃; for 4.16667h;

Reference yield: 75.0%

(S)-3-Methyl-4-[(R)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester (306296-88-8) + 1-[4(trifluoromethyl)-α(S)-methylbenzyl]-2(S)-methyl-4-(tert-butoxycarbonyl)piperazine (306296-87-7) → (S)-2-Methyl-1-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine (306296-89-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 8h;

Reference yield:

1-(4-trifluoromethylphenyl)ethanone (709-63-7) → (S)-2-Methyl-1-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine (306296-89-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / 2M borane-methyl sulfide complex / (S)-2-methyl oxaborolidine / tetrahydrofuran / 0.25 h / cooling

2: 96 percent / Et₃N / CH₂Cl₂ / 1 h / cooling

3: 1.5 g / 2,2,6,6-tetramethylpiperidine / acetonitrile / 16 h / Heating

4: TFA / basification

With 2,2,6,6-tetramethyl-piperidine; dimethylsulfide borane complex; triethylamine; trifluoroacetic acid; 2-methyl oxaborolidine; In tetrahydrofuran; dichloromethane; acetonitrile; 3: Sn2 displacement;

DOI:10.1021/jm0155401

upstream raw materials:

1-[4(trifluoromethyl)-α(S)-methylbenzyl]-2(S)-methyl-4-(tert-butoxycarbonyl)piperazine

1-(4-trifluoromethylphenyl)ethanone

(S)-2-methylpiperazine

(R)-1-[4-(trifluoromethyl)phenyl]ethan-1-ol

Downstream raw materials:

4-Cyano-4-{(S)-3-methyl-4-[(S)-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazin-1-yl}-piperidine-1-carboxylic acid tert-butyl ester

2-methyl-4-(4-methylpiperidin-4-yl)-1-[1-(4-trifluoromethylphenyl)ethyl]piperazine

Sch 350634

Sch 350581