(Z)-5-benzyl-6-(4-phenylcyclohexyl)-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: (Z)-5-benzyl-6-(4-phenylcyclohexyl)-1H-pyrimidine-2,4-dione
• CAS No.: 1400902-32-0
• Molecular Formula: C₂₃H₂₄N₂O₂
• Molecular Weight: 360.456
• Mol file: 1400902-32-0.mol

Synonyms:(Z)-5-benzyl-6-(4-phenylcyclohexyl)-1H-pyrimidine-2,4-dione

Chemical Property of (Z)-5-benzyl-6-(4-phenylcyclohexyl)-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-5-benzyl-6-(4-phenylcyclohexyl)-1H-pyrimidine-2,4-dione

There total 5 articles about (Z)-5-benzyl-6-(4-phenylcyclohexyl)-1H-pyrimidine-2,4-dione 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:

5-benzyl-6-(4-phenylcyclohex-1-enyl)-1H-pyrimidine-2,4-dione (1400902-26-2) → (E)-5-benzyl-6-(4-phenylcyclohexyl)-1H-pyrimidine-2,4-dione (1400901-95-2) + (Z)-5-benzyl-6-(4-phenylcyclohexyl)-1H-pyrimidine-2,4-dione (1400902-32-0)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; palladium(II) hydroxide; In dichloromethane; isopropyl methanesulfonate; at 50 ℃; for 18h; under 2327.23 Torr;

Reference yield:

1-phenyl-4-cyclohexanone (4894-75-1) → (E)-5-benzyl-6-(4-phenylcyclohexyl)-1H-pyrimidine-2,4-dione (1400901-95-2) + (Z)-5-benzyl-6-(4-phenylcyclohexyl)-1H-pyrimidine-2,4-dione (1400902-32-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 3.33 h / -78 °C / Inert atmosphere

1.2: 19.5 h / -78 - 20 °C

2.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

3.1: cesium fluoride / bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / 1,4-dioxane; water / 0.33 h / 140 °C / microwave reactor

4.1: hydrogen / palladium 10% on activated carbon; palladium(II) hydroxide / dichloromethane; isopropyl methanesulfonate / 18 h / 50 °C / 2327.23 Torr

With n-butyllithium; hydrogen; potassium acetate; diisopropylamine; cesium fluoride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); palladium 10% on activated carbon; palladium(II) hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; isopropyl methanesulfonate; water;

Reference yield:

4-phenylcyclohex-1-enyl trifluoromethanesulfonate (122948-47-4) → (E)-5-benzyl-6-(4-phenylcyclohexyl)-1H-pyrimidine-2,4-dione (1400901-95-2) + (Z)-5-benzyl-6-(4-phenylcyclohexyl)-1H-pyrimidine-2,4-dione (1400902-32-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

2: cesium fluoride / bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / 1,4-dioxane; water / 0.33 h / 140 °C / microwave reactor

3: hydrogen / palladium 10% on activated carbon; palladium(II) hydroxide / dichloromethane; isopropyl methanesulfonate / 18 h / 50 °C / 2327.23 Torr

With hydrogen; potassium acetate; cesium fluoride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); palladium 10% on activated carbon; palladium(II) hydroxide; In 1,4-dioxane; dichloromethane; isopropyl methanesulfonate; water;

upstream raw materials:

1-phenyl-4-cyclohexanone

4-phenylcyclohex-1-enyl trifluoromethanesulfonate

5-benzyl-6-chloro-1H-pyrimidine-2,4-dione

4,4,5,5-tetramethyl-2-(1,2,3,6-tetrahydro-[1,1'-biphenyl]-4-yl)-1,3,2-dioxaborolane