3709-74-8Relevant academic research and scientific papers
Arenesulfonylation of dl-serine, l-proline, l-threonine, and dl-methionine in systems 1,4-dioxane-water and propan-2-ol-water
Kalinina,Kustova,Kochetova
, p. 922 - 926 (2010)
Kinetics of interaction of dl-serine, l-proline, l-threonine, and dl-methionine with 3-nitrobenzenesulfonyl chloride in water (40%)-1,4-dioxane and water (40%)-isopropanol mixed solvents was studied spectrophotometrically at 298 K. The main reactive form of α-amino acids is shown to be anionic. Under conditions of arenesulfonylation, the basicity of α-amino acids is crucial in determining the reaction rate. Arenesulfonylation rate constants are 20-50 times lower than the constants of N-acylation of the same α-amino acids with benzoyl chloride and 104-105 times higher than the rate constants of their reactions with benzoic acid 4-nitrophenyl ester.
