tert-butyl (1R)-1-[3,3'-difluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1,1'-biphenyl-4-yl]-ethylcarbamate

Base Information

• Chemical Name: tert-butyl (1R)-1-[3,3'-difluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1,1'-biphenyl-4-yl]-ethylcarbamate
• CAS No.: 1048960-67-3
• Molecular Formula: C₂₂H₂₃F₂N₃O₃
• Molecular Weight: 415.44
• Mol file: 1048960-67-3.mol

Synonyms:tert-butyl (1R)-1-[3,3'-difluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1,1'-biphenyl-4-yl]-ethylcarbamate

Chemical Property of tert-butyl (1R)-1-[3,3'-difluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1,1'-biphenyl-4-yl]-ethylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (1R)-1-[3,3'-difluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1,1'-biphenyl-4-yl]-ethylcarbamate

There total 10 articles about tert-butyl (1R)-1-[3,3'-difluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1,1'-biphenyl-4-yl]-ethylcarbamate 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-(2-fluoro-6-iodophenyl)-3-methyl-1,2,4-oxadiazole (578729-12-1) + tert-butyl (1R)-1-[2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxa-borolan-2-yl)phenyl]ethylcarbonate + tris-(o-tolyl)phosphine (6163-58-2) → tert-butyl (1R)-1-[3,3'-difluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1,1'-biphenyl-4-yl]-ethylcarbamate (1048960-67-3)

Guidance literature:

With potassium carbonate; palladium diacetate; In tetrahydrofuran; water; ethyl acetate;

Reference yield:

5-(2-fluoro-6-iodophenyl)-3-methyl-1,2,4-oxadiazole (578729-12-1) + tert-butyl (1R)-1-[2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethylcarbamate (845829-93-8) → tert-butyl (1R)-1-[3,3'-difluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1,1'-biphenyl-4-yl]-ethylcarbamate (1048960-67-3)

Guidance literature:

With potassium carbonate; tris-(o-tolyl)phosphine; palladium diacetate; In tetrahydrofuran; water; at 100 ℃; for 4h;

DOI:10.1021/jm061094b

Reference yield:

N-[(1E)-(4-bromo-2-fluorophenyl)methylidene]-2-methylpropane-2-sulfinamide (935431-10-0) → tert-butyl (1R)-1-[3,3'-difluoro-2'-(3-methyl-1,2,4-oxadiazol-5-yl)-1,1'-biphenyl-4-yl]-ethylcarbamate (1048960-67-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 65 percent / CH₂Cl₂; diethyl ether / 1 h / -48 °C

2: 98 percent / HCl / dioxane; methanol

3: triethylamine / CH₂Cl₂ / 0 °C

4: 32.0 g / potassium acetate / [1,1'-bis(diphenylphosphino)ferrocene]PdCl₂ / dimethylsulfoxide / 3 h / 90 °C

5: potassium carbonate; tri-o-tolylphosphine / palladium acetate / tetrahydrofuran; H₂O / 4 h / 100 °C

With hydrogenchloride; potassium acetate; potassium carbonate; triethylamine; tris-(o-tolyl)phosphine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; 5: Suzuki coupling;

DOI:10.1021/jm061094b

upstream raw materials:

5-(2-fluoro-6-iodophenyl)-3-methyl-1,2,4-oxadiazole

tert-butyl (1R)-1-[2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethylcarbamate

N-[(1E)-(4-bromo-2-fluorophenyl)methylidene]-2-methylpropane-2-sulfinamide

N-[(1R)-1-(4-bromo-2-fluorophenyl)ethyl]-2-methylpropane-2-sulfinamide