73721-84-3Relevant academic research and scientific papers
α-Substitution effects on the ease of S → N-Acyl transfer in aminothioesters
El-Gendy, Bahaa El-Dien M.,Ghazvini Zadeh, Ebrahim H.,Sotuyo, Ania C.,Pillai, Girinath G.,Katritzky, Alan R.
, p. 577 - 582 (2013)
In S-acylcysteines and homocysteines, the efficacy and rate of S → N-acyl transfer (5 and 6 cyclic TSs) vary with the size of S-acyl group. Conformational and quantum chemical calculations indicate that the spatial distance, b(N-C), between the terminal amine and the thioester carbon is shortened by α-C(O)X (X=OH, OMe, NH2) substituents. Spatial distance, b(N-C), between the terminal amine and the thioester carbon is shortened by α-C(O)X (X=OH, OMe, NH2) substituents.
