Author/Authors :
Temesgen, Ayalew W. Department of Chemistry - College of Natural and Computational Sciences - University of Gondar, Ethiopia , Luong, Minh Duc Faculty of Chemistry - VNU University of Science - Vietnam National University, Vietnam , Truong, Hong Hieu Faculty of Science - Peoples' Friendship University of Russia (RUDN University), Russian Federation , Nguyen, Van Tuyen Institute of Chemistry - Vietnam Academy of Science and Technology, Vietnam , Dang, hi Tuyet Anh Institute of Chemistry - Vietnam Academy of Science and Technology, Vietnam , Anh Le, Tuan Faculty of Chemistry - VNU University of Science - Vietnam National University, Vietnam , Tskhovrebov, Alexander G. Faculty of Science - Peoples' Friendship University of Russia (RUDN University), Russian Federation , Khrustalev, Victor N. Faculty of Science - Peoples' Friendship University of Russia (RUDN University), Russian Federation
Abstract :
The title compound, C21H23NO4S, obtained by alkaline treatment of 1,5-bis(1-phenoxy)-3-azapentane at moderate heating, is a N-tosylated secondary vinylamine. An intramolecular S=O⋯H—C hydrogen bond generates a 13-membered ring. The benzalacetone moiety adopts a trans conformation with respect to the C=C double bond, which is slightly longer than usual due to the conjugation with a neighbouring acetyl group. Theoretical predictions of potential biological activities were performed, suggesting that the title compound can inhibit gluconate 2-dehydrogenase (85% probability), as well as to act as a mucomembranous protector (73%).
Keywords :
crystal structure , PASS software , enamine , Petrenko–Kristchenko reaction
