6707-69-3Relevant academic research and scientific papers
Reactions of N-(o-carboxybenzoyl)-L-leucine: Intramolecular catalysis of amide hydrolysis and imide formation by two carboxy groups
Onofrio,Gesser,Joussef,Nome
, p. 1863 - 1868 (2007/10/03)
The intramolecular reactions of N-(o-carboxybenzoyl)-L-leucine (1) were studied in aqueous solution, as a function of the hydrogen ion concentration. Two competing reactions were observed: i) cyclization to form the imide N-phthaloylleucine, and ii) hydrolysis of (1) to phthalic acid and leucine. Individual rate constants for cyclization and hydrolysis were obtained from the overall rate constants and product distributions. Imide formation predominates under highly acidic conditions (H0 0 > -1 to pH 5 range. In the hydrolysis reaction, the neighbouring carboxy group participates nucleophilically and in the pH 3-5 range there is a requirement for participation of the second carboxy group as a general acid. Imide formation also requires participation of two carboxy groups in the pH 2-5 range, and shows a bell-shaped pH-rate constant profile. Possible mechanisms for these reactions are discussed.
A convenient synthesis of optically active N-(o-carboxybenzoyl)-L-amino acids
Onofrio, Alvaro B.,Joussef, Antonio C.,Nome, Faruk
, p. 3039 - 3049 (2007/10/03)
Optically active N-(o-Carboxybenzoyl)-amino acids, derived from L- phenylalanine, L-leucine and L-valine, were prepared in reasonably good yields and high optical purities.
1-PYRENYLMETHYL ESTERS, PHOTOLABILE PROTECTING GROUPS FOR CARBOXYLIC ACIDS
Iwamura, Michiko,Ishikawa, Touru,Koyama, Yukiyoshi,Sakuma, Keisuke,Iwamura, Hiizu
, p. 679 - 682 (2007/10/02)
1-Diazomethylpyrenes were prepared and reacted with carboxylic acids to give 1-pyrenylmethyl esters.The fluorescent esters were photolysed at 340 nm in methanol to form the starting acids and the corresponding 1-methoxymethylpyrenes in high yields.
