TITLE:
An Aminopyrrolidinyl Phosphonates—A New Class of Antibiotics: Facile Synthesis and Predicted Biological Activity
AUTHORS:
Abed Al Aziz Al Quntar, Hasan Dweik, Ahmad Jabareen, Tatyana A. Gloriozova, Valery M. Dembitsky
KEYWORDS:
Alkynylphosphonates, Cyclization, Pyrrolidine, β-Aminophosphonates, Amine Addition, Antibiotics
JOURNAL NAME:
International Journal of Organic Chemistry,
Vol.10 No.4,
December
29,
2020
ABSTRACT: A novel class of aminopyrrolidinyl phosphonates was synthesized in 74% - 80% isolated yield by the addition of three-fold excess of primary amines to diethyl 4-chloro-1-butynylphosphonates. The reaction was carried out at room temperature and in the absence of solvent or catalyst to give solely compounds which showed predicted biological activity based on PASS program. Some of the synthesized derivatives of antibiotics exhibit properties for the treatment of stroke, the treatment of acute neurological disorders, and can also be acetyl esterase inhibitors.