1067225-04-0

Basic information

• Product Name: N-[[2-(Diphenylphosphino)phenyl]Methylene]-3-Methyl-L-valine sodiuM salt
• Synonyms: N-[[2-(Diphenylphosphino)phenyl]Methylene]-3-Methyl-L-valine sodiuM salt;Na-tBu-DippAM
• CAS NO: 1067225-04-0
• Molecular Formula: C₂₅H₂₅NO₂P*Na
• Molecular Weight: 425.435031
• Mol File: 1067225-04-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 199°C (dec.)
• Appearance: /
• CAS DataBase Reference: N-[[2-(Diphenylphosphino)phenyl]Methylene]-3-Methyl-L-valine sodiuM salt(CAS DataBase Reference)
• NIST Chemistry Reference: N-[[2-(Diphenylphosphino)phenyl]Methylene]-3-Methyl-L-valine sodiuM salt(1067225-04-0)
• EPA Substance Registry System: N-[[2-(Diphenylphosphino)phenyl]Methylene]-3-Methyl-L-valine sodiuM salt(1067225-04-0)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 2
• Hazardous Substances Data: 1067225-04-0(Hazardous Substances Data)

Usage

Uses

Used in asymmetric copper catalyzed conjugate addition

Upstream product

• 20859-02-3 L-tert-Leucine 
• 50777-76-9 (2-formylphenyl)(diphenyl)phosphine 

Relevant articles and documents

Chiral phosphinoazomethinylate salts as new 'one-step available' ligands for copper-catalyzed asymmetric conjugate addition

Herein, we report the use of phosphinoazomethinylate salts as chiral efficient ligands for the copper-catalyzed asymmetric conjugate addition (ACA) of dialkylzinc to various enones. These tridentate P,N,O ligands are straightforwardly obtained in a one-step procedure from commercially available enantiopure α-aminoacids. Performing the conjugate addition in the greener AcOEt solvent, high enantioselectivities were reached for both cyclic and acyclic enones ranging between 72% to 98% ee and 96% to >99%, respectively. The 2/1 Cu/ligand ratio required to obtain high enantioselectivities, led us to envisage a copper-copper bi-metallic catalytic system for this transformation.