74492-03-8

Upstream product

• 27720-03-2 S-2-(Dimethylamino)-3-phenyl-1-propanol 
• 85711-08-6 (S)-2-(dimethylamino)-3-phenyl-1-propanol hydrochloride 
• 17469-89-5 (2S)-2-(dimethylamino)-3-phenylpropanoic acid 
• 3182-95-4 L-Phenylalaninol 
• 63-91-2 L-phenylalanine 

Downstream Products

• 77693-42-6 Dimethyl-((S)-2-phenyl-1-phenylphosphanylmethyl-ethyl)-amine 
• 77693-44-8 [(S)-1-Benzyl-2-(benzyl-phenyl-phosphanyl)-ethyl]-dimethyl-amine 
• 74492-07-2 diphenylphosphine 
• 130894-08-5 (+)-8-((2S)-2-dimethylamino-3-phenylpropyloxy)quinoline 

Relevant academic research and scientific papers

Benzazepine and benzothiazepine derivatives

Vasodilating activity is exhibited by compounds having the formula STR1 wherein X can be --S--or --CH2 --; and R2 is STR2 depending upon the definition of X.

ENANTIOSELECTIVE METAL-COMPLEX CATALYSIS. IV. DEPENDENCE OF THE CONFIGURATION OF THE PRODUCT ON CONFIGURATION OF THE METAL COMPLEX IN AN ASYMMETRIC CROSS-COUPLING REACTION

Rules relating the conformation of the catalytic complex and configuration of the reaction products are proposed for the cross-coupling reactions of alkyl (aryl) or sec-alkyl Grignard reagents and organozinc compounds with derivatives of olefins in the presence of nickel complexes containing chiral diphosphine or phosphine amine ligands.The rules were checked in the cross-coupling reactions of arylmagnesium bromides with crotyl alcohol and 1-(4-isobutylphenyl)ethylmagnesium bromide with vinyl bromide in the presence of NiCl2/S-Phephos (optical yields 29-83percent).

Chiral (β-Aminoalkyl)phosphines. Highly Efficient Phosphine Ligands for Catalytic Asymmetric Grignard Cross-Coupling

New chiral (β-aminoalkyl)phosphines, RCH(NMe2)CH2PPh2 , were prepared by starting with optically active amino acids.The phosphines were used as ligands for nickel-catalyzed asymmetric cross-coupling of 1-arylethyl Grignard reagents (ArMeCHMgCl) with vinyl bromide.Coupling products of over 70percent enantiomeric excess (ee) were obtained in the reaction with the ligand Phephos, Valphos, Ilephos, PhGlyphos, ChGlyphos, or t-Leuphos.A mechanism involving complexation of the magnesium atom in the Grignard reagent with the amino group on the (β-aminoalkyl)phosphine ligand is proposed to account for the high stereoselectivity.The asymmetric cross-coupling was applied to the synthesis of optically active 2-arylpropionic acids.

Chiral β-dimethylaminoalkylphosphines. Highly efficient ligands for a nickel complex catalyzed asymmetric grignard cross-coupling reaction

Chiral β-dimethylaminoalkylphosphines were prepared starting with amino acids, (S)-alanine, (S)-phenylalanine, (R)-phenylglycine, (S)-valine, and (R)-tert-leucine. The chiral phosphines were found to be highly efficient ligands for a nickel catalyzed asymmetric Grignard cross-coupling reaction (38～94% optical yield).