N-{4-[1-(4-trifluoromethanesulfonyl-benzoyl)-piperidin-4-yl]-3-trifluoromethyl-benzoyl}-N'-(carbobenzyloxy)-guanidine

Base Information

• Chemical Name: N-{4-[1-(4-trifluoromethanesulfonyl-benzoyl)-piperidin-4-yl]-3-trifluoromethyl-benzoyl}-N'-(carbobenzyloxy)-guanidine
• CAS No.: 1204331-60-1
• Molecular Formula: C₃₀H₂₆F₆N₄O₆S
• Molecular Weight: 684.616
• Mol file: 1204331-60-1.mol

Synonyms:N-{4-[1-(4-trifluoromethanesulfonyl-benzoyl)-piperidin-4-yl]-3-trifluoromethyl-benzoyl}-N'-(carbobenzyloxy)-guanidine

Chemical Property of N-{4-[1-(4-trifluoromethanesulfonyl-benzoyl)-piperidin-4-yl]-3-trifluoromethyl-benzoyl}-N'-(carbobenzyloxy)-guanidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{4-[1-(4-trifluoromethanesulfonyl-benzoyl)-piperidin-4-yl]-3-trifluoromethyl-benzoyl}-N'-(carbobenzyloxy)-guanidine

There total 14 articles about N-{4-[1-(4-trifluoromethanesulfonyl-benzoyl)-piperidin-4-yl]-3-trifluoromethyl-benzoyl}-N'-(carbobenzyloxy)-guanidine 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: 84.0%

N-(4-piperidin-4-yl-3-trifluoromethyl-benzoyl)-N'-(carbobenzyloxy)-guanidine (1204331-51-0) + 4-((trifluoromethyl)sulfonyl)benzoic acid (312-22-1) → N-{4-[1-(4-trifluoromethanesulfonyl-benzoyl)-piperidin-4-yl]-3-trifluoromethyl-benzoyl}-N'-(carbobenzyloxy)-guanidine (1204331-60-1)

Guidance literature:

4-((trifluoromethyl)sulfonyl)benzoic acid; With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; for 1.5h;

N-(4-piperidin-4-yl-3-trifluoromethyl-benzoyl)-N'-(carbobenzyloxy)-guanidine; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → N-{4-[1-(4-trifluoromethanesulfonyl-benzoyl)-piperidin-4-yl]-3-trifluoromethyl-benzoyl}-N'-(carbobenzyloxy)-guanidine (1204331-60-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -75 °C

1.2: -75 - 0 °C

1.3: 0.17 h / Cooling

2.1: potassium acetate / (diphenylphosphin)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 80 °C

3.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 4 h / 140 °C / Sealed tube

4.1: water; potassium carbonate / methanol / 2 h / 60 °C

4.2: pH ~ 4

5.1: hydrogen / palladium 10% on activated carbon / methanol / 3102.97 Torr

6.1: 2-chloro-1-methyl-pyridinium iodide / 1-methyl-pyrrolidin-2-one / 1.5 h

7.1: hydrogenchloride / 1,4-dioxane / 16 h / 50 °C

8.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1.5 h

8.2: 20 °C

With hydrogenchloride; 2-chloro-1-methyl-pyridinium iodide; water; hydrogen; potassium acetate; potassium carbonate; 1,1'-carbonyldiimidazole; lithium hexamethyldisilazane; (diphenylphosphin)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; water; N,N-dimethyl-formamide; 3.1: Suzuki Coupling;

Reference yield:

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-49-1) → N-{4-[1-(4-trifluoromethanesulfonyl-benzoyl)-piperidin-4-yl]-3-trifluoromethyl-benzoyl}-N'-(carbobenzyloxy)-guanidine (1204331-60-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium acetate / (diphenylphosphin)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 80 °C

2.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 80 °C

3.1: water; sodium hydroxide / ethanol / 2 h / Reflux

4.1: hydrogen / palladium 10% on activated carbon / methanol / 3102.97 Torr

5.1: 2-chloro-1-methyl-pyridinium iodide / 1-methyl-pyrrolidin-2-one / 1.5 h

6.1: hydrogenchloride / 1,4-dioxane / 16 h / 50 °C

7.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1.5 h

7.2: 20 °C

With hydrogenchloride; 2-chloro-1-methyl-pyridinium iodide; water; hydrogen; potassium acetate; potassium carbonate; 1,1'-carbonyldiimidazole; sodium hydroxide; (diphenylphosphin)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; ethanol; N,N-dimethyl-formamide; 2.1: Suzuki Coupling;

upstream raw materials:

N-(4-piperidin-4-yl-3-trifluoromethyl-benzoyl)-N'-(carbobenzyloxy)-guanidine

4-((trifluoromethyl)sulfonyl)benzoic acid

4-bromo-3-trifluoromethylbenzoic acid methyl ester

4-bromo-3-(trifluoromethyl)benzoic acid

Refernces