174464-15-4

Upstream product

• 5720-07-0 4-methoxyphenylboronic acid 
• 34582-32-6 N-tert-butoxycarbonyl aspartic acid tert-butyl ester 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 174464-14-3 α-tert-butyl N-(tertbutoxycarbonyl)-L-aspartate β-isoxazolidine 

Downstream Products

• 174464-24-5 BOC-Met-An^pAsp-Ile-OCH₃ 
• 174464-20-1 Boc-An^pAsp-Ile-OCH₃ 
• 174464-17-6 (S)-2-((tert-butoxycarbonyl)amino)-4-(4-methoxyphenyl)-4-oxobutanoic acid 

Relevant academic research and scientific papers

Palladium-Catalyzed Suzuki-Miyaura Reactions of Aspartic Acid Derived Phenyl Esters

Transition-metal-catalyzed transformations of amino acids and peptides could provide a powerful method for their site-selective modification. Here, we report non-decarbonylative Pd-catalyzed Suzuki-Miyaura reactions of phenyl ester derivatives of aspartic acid to form aryl-amino ketones. These products are potentially important in the synthesis of pharmaceuticals, and our methodology represents a new route to access molecules of this type.

Synthesis of anisolylated aspartyl and glutamyl tripeptides

A process has been developed for transforming the β-carboxyl of aspartate and the γ-carboxyl of glutamate into anisolyl ketones. These ketones are occasional byproducts in peptide synthesis, resulting from deprotection or resin-removal processes in the presence of anisole as a scavenger. The ketone amino acids have been incorporated in a tripeptide by coupling with CBMIT. During peptide bond formation the keto group of the glutamyl residue required protection, which was provided as the ethylene dithioketal.