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Updated: Feb 22, 2026

Synthesis of High Purity Nonsymmetric Dialkylphosphinic Acid Extractants
Published on: October 19, 2017
Structural and biological aspects of (tert-butoxycarbonylamino)propylphosphonate derivatives
Andrzej Olczak1, Aleksandra Trocha2, Iwona E Głowacka2
1Institute of General and Ecological Chemistry, Faculty of Chemistry, Łódź University of Technology, Żeromskiego 114, 90-543 Łódź, Poland.
Abstract:
A promising trend in the search for new more effective and selective drugs is the search for structural analogues of amino acids. The structures and activities of both enantiomeric diethyl (1S,2R)- and (1R,2S)-1,2-bis(tert-butoxycarbonylamino)propylphosphonates (as the monohydrates, C17H35N2O7P·H2O), 1 and 2, respectively, and racemic diethyl (RS)-2-(tert-butoxycarbonylamino)propylphosphonate, 3, have been determined. The antimicrobial activity of 1, 2 and 3 was tested against reference bacterial strains and showed weak bioactivity against Gram-positive bacteria. ADME (absorption, distribution, metabolism and excretion) analysis indicates that the compounds may have gastrointestinal absorption. The compounds satisfy Lipinski's rules.
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