123761-22-8

Upstream product

• 100992-42-5 methyl 2-(4-chlorobenzylidene)amino-3-phenylpropionate 
• 74-88-4 methyl iodide 
• 15028-44-1 DL-phenylalanine methyl ester 
• 100-39-0 benzyl bromide 
• 91292-73-8 (+/-)-(4-chlorobenzylidene)alanine methyl ester 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 123761-18-2 methyl 2-(4-chlorobenzyl)amino-2-methyl-3-phenylpropionionate 
• 64282-11-7 methyl 2-(phenylmethyl)-2-aminopropionate 
• 1417598-23-2 C₂₉H₂₉ClNO₂PPd 
• 1417598-40-3 C₁₈H₁₇Cl₂NO₂ 
• 123761-03-5 2-(4-chlorobenzyl)amino-2-methyl-3-phenylpropionic acid 

Relevant academic research and scientific papers

Amine-Directed Palladium-Catalyzed C?H Halogenation of Phenylalanine Derivatives

An efficient primary-amine-directed, palladium-catalyzed C?H halogenation (X=I, Br, Cl) of phenylalanine derivatives is reported on a range of quaternary amino acid (AA) derivatives thanks to suitable conditions employing trifluoroacetic acid as additive. The extension of this original native functionality-directed ortho-selective halogenation was even demonstrated with the more challenging native phenylalanine as tertiary AA.

NH2 as a directing group: From the cyclopalladation of amino esters to the preparation of benzolactams by palladium(II)-catalyzed carbonylation of N-unprotected arylethylamines

An unusual NH2-directed Pd(II)-catalyzed carbonylation of quaternary aromatic α-amino esters to yield benzolactams has been developed. The steric hindrance around the amino group is pivotal for the success of the process. The stoichiometric cyclometalation of a variety amino esters has been studied in order to evaluate the influence of the different variables (size of the metallacycle, aromatic ring substituents, and steric bulk) in the process, and a complete kinetico-mechanistic study of the cyclopalladation process has been carried out. The experimental results indicate that the full substitution of the carbon in the α position of the amino esters plays an important role in their cyclopalladation reaction. The reaction shows a strong bias toward six-membered lactams over the five-membered analogues, which can be explained by a greater reactivity of the six-membered palladacycles.

N-SUBSTITUTED AMINO ACID DERIVATIVES WITH HYPERALPHALIPOPROTEINAEMIC ACTIVITY

A series of N-substituted amino acid derivatives was synthesized and the compounds were evaluated for their effects on serum total cholesterol, HDL cholesterol and triglycerides in experimental animals.Hyperalphalipoproteinaemic activity was found for some of these compounds tested, especially BRL 26314 (2) and related 3-aryl-2-aminopropionic acids.Structure-activity relationships are discussed.Keywords: N-substituted amino acid derivatives / hyperalphalipoproteinaemic activity