1428259-60-2

Basic information

• Product Name: (2R,4R,5R)-methyl 2-(furan-2-yl)-1-(4-methoxyphenyl)-5-(trifluoromethyl)imidazolidine-4-carboxylate
• Synonyms: (2R,4R,5R)-methyl 2-(furan-2-yl)-1-(4-methoxyphenyl)-5-(trifluoromethyl)imidazolidine-4-carboxylate
• CAS NO: 1428259-60-2
• Molecular Weight: 370.328
• Mol File: 1428259-60-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2R,4R,5R)-methyl 2-(furan-2-yl)-1-(4-methoxyphenyl)-5-(trifluoromethyl)imidazolidine-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R,5R)-methyl 2-(furan-2-yl)-1-(4-methoxyphenyl)-5-(trifluoromethyl)imidazolidine-4-carboxylate(1428259-60-2)
• EPA Substance Registry System: (2R,4R,5R)-methyl 2-(furan-2-yl)-1-(4-methoxyphenyl)-5-(trifluoromethyl)imidazolidine-4-carboxylate(1428259-60-2)

Safety Data

• Hazardous Substances Data: 1428259-60-2(Hazardous Substances Data)

Upstream product

• 104-94-9 4-methoxy-aniline 
• 183596-33-0 methyl N-(2-furanylmethylene)glycinate 
• 99333-34-3 N-(2,2,2-trifluoroethylidene)-4-methoxyaniline 

Relevant articles and documents

Copper(I)-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylides with Fluorinated Imines: The Expanded Scope and Mechanism Insights

The mechanism of the Cu(I)/(S,Rp)-PPFOMe-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with fluorinated aldimines has been studied using labeling experiments, control experiments, and linear effect experiments, which clearly ruled out the 1,3-DC/epimerization pathways and explained the unusal exo′-selective stereochemistry. This protocol allows for the preparation of a series of highly functionalized fluorinated imidazolidines in good yields with excellent stereoselectivities. Moreover, the current methods have been successfully extended to synthesize more challenging imidazolidines bearing a CF3-containing quaternary stereogenic center via the endo-selective 1,3-DC of azomethine ylides with trifluorinated ketimine under identical reaction conditions.

Asymmetric construction of fluorinated imidazolidines via Cu(i)-catalyzed exo′-selective 1,3-dipolar cycloaddition of azomethine ylides with fluorinated imines

Expedient access to optically active fluorinated 2,4-trans-imidazolidines was successfully developed via Cu(i)-catalyzed exo′-selective 1,3-DC of azomethine ylides with fluorinated imines.