tert-butyl 4-(4-(3-(ethoxycarbonyl)-6-(4-(trifluoromethyl)phenyl)naphthalen-1-yl)phenyl)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-(4-(3-(ethoxycarbonyl)-6-(4-(trifluoromethyl)phenyl)naphthalen-1-yl)phenyl)piperidine-1-carboxylate
• CAS No.: 1160271-34-0
• Molecular Formula: C₃₆H₃₆F₃NO₄
• Molecular Weight: 603.681
• Mol file: 1160271-34-0.mol

Synonyms:tert-butyl 4-(4-(3-(ethoxycarbonyl)-6-(4-(trifluoromethyl)phenyl)naphthalen-1-yl)phenyl)piperidine-1-carboxylate

Chemical Property of tert-butyl 4-(4-(3-(ethoxycarbonyl)-6-(4-(trifluoromethyl)phenyl)naphthalen-1-yl)phenyl)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-(4-(3-(ethoxycarbonyl)-6-(4-(trifluoromethyl)phenyl)naphthalen-1-yl)phenyl)piperidine-1-carboxylate

There total 10 articles about tert-butyl 4-(4-(3-(ethoxycarbonyl)-6-(4-(trifluoromethyl)phenyl)naphthalen-1-yl)phenyl)piperidine-1-carboxylate 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: 59.0%

tert-butyl 4-(4-bromophenyl)piperidine-1-carboxylate (769944-78-7) + ethyl 7-(4-(trifluoromethyl)phenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthoate (1160270-14-3) → tert-butyl 4-(4-(3-(ethoxycarbonyl)-6-(4-(trifluoromethyl)phenyl)naphthalen-1-yl)phenyl)piperidine-1-carboxylate (1160271-34-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00168

Reference yield:

tert-butyl 4-(4-(3-(ethoxycarbonyl)-6-(4-(trifluoromethyl)phenyl)naphthalen-1-yl)phenyl)-3,6-dihydropyridine-1(2H)-carboxylate → tert-butyl 4-(4-(3-(ethoxycarbonyl)-6-(4-(trifluoromethyl)phenyl)naphthalen-1-yl)phenyl)piperidine-1-carboxylate (1160271-34-0)

Guidance literature:

With palladium on carbon; hydrogen; In ethyl acetate;

DOI:10.1016/j.bmcl.2010.12.113

Reference yield:

ethyl 7-(4-(trifluoromethyl)phenyl)-4-(((trifluoromethyl)sulfonyl)oxy)-2-naphthoate (1160270-01-8) → tert-butyl 4-(4-(3-(ethoxycarbonyl)-6-(4-(trifluoromethyl)phenyl)naphthalen-1-yl)phenyl)piperidine-1-carboxylate (1160271-34-0)

Guidance literature:

Multi-step reaction with 3 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 5 h / 85 °C / Inert atmosphere

2: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 2 h / 110 °C / Inert atmosphere

3: rhodium contaminated with carbon; hydrogen / ethyl acetate / 25 °C / 5171.62 Torr

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; rhodium contaminated with carbon; hydrogen; potassium acetate; potassium carbonate; In 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide; 2: |Suzuki Coupling;

DOI:10.1124/mol.113.085654

upstream raw materials:

ethyl 7-(4-(trifluoromethyl)phenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthoate

4-(4-bromo-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

7-Bromo-4-hydroxynaphthalene-2-carboxylic acid ethyl ester

ethyl 7-(4-(trifluoromethyl)phenyl)-4-hydroxy-2-naphthoate

Downstream raw materials:

4-(4-(1-(tert-butoxycarbonyl)piperidin-4-yl)phenyl)-7-(4-(trifluoromethyl)phenyl)-2-naphthoic acid

C₃₆H₃₀F₃NO₂

C₃₅H₃₄F₃NO₂

C₃₁H₂₈F₃NO₃