Transition metal complexes of α-aminophosphonates Part I: synthesis, spectroscopic characterization, and in vitro anticancer activity of copper(II) complexes of α-aminophosphonates

Highly diastereoselective addition of chiral H-phosphonate to tert-butylsulfinyl aldimines: a convenient approach to (R)-α-aminophosphonic acids

“…The combined organic extracts were dried over anhydrous Na 2 SO 4 and concentrated under reduced pressure to afford crude products 3a-n, which were further purified by crystallization from diethyl ether. Prepared following the general procedure from TADDOL Hphosphonate (0.80 g, 1.56 mmol) in CH 2 Cl 2 (15 mL), (S)-2-methyl-N-(2-methylpropylidene)propane-2-sulfinamid 2c (0.27 g, 1.56 mmol) in CH 2 Cl 2 (5 mL) and anhydrous K 2 CO 3 (0.21 g, Table 3 Removal of chiral auxiliaries: the synthesis of (R)-a-aminophosphonic acids 4a-d a 3,2]dioxaphosphepin-6-yl)(phenyl)methyl)-2-methylpropane-2-sulfinamide 3e Prepared following the general procedure from TADDOL H-phosphonate (0.80 g, 1.56 mmol) in CH 2 Cl 2 (15 mL), (S)-N-benzylidene-2-methylpropane-2-sulfinamide 2e (0.33 g, 1.56 mmol) in CH 2 Cl 2 (5 mL) and anhydrous K 2 CO 3 (0.21 g, 1.56 mmol). White solid, 0.97 g (85% yield, dr >95:5 Prepared following the general procedure from TADDOL H-phosphonate (0.80 g, 1.56 mmol) in CH 2 Cl 2 (15 mL), (S)-N-(4-methoxybenzylidene)-2-methylpropane-2-sulfinamide 2g (0.37 g, 1.56 mmol) in CH 2 Cl 2 (5 mL) and anhydrous K 2 CO 3 (0.…”

Experimental and Molecular Docking Studies of Cyclic Diphenyl Phosphonates as DNA Gyrase Inhibitors for Fluoroquinolone-Resistant Pathogens

“…An important strategy in fighting antibiotic resistance is the discovery, development of novel antibiotics, and increasing the efficacy of the antibiotic that is already in a clinical study [ 7 ]. In this context, α-aminophosphonates gained great interest by medicinal chemists because of their diverse biological and industrial applications such as antibacterial [ 8 , 9 , 10 , 11 , 12 ], anticancer [ 13 , 14 , 15 ], enzyme inhibitors [ 16 , 17 ], and chelating material [ 18 , 19 , 20 , 21 ] which made them a promising drug candidate for further optimization. These compounds are phosphorus analogs of naturally occurring α-amino acids and therefore, are considered promising in the field of drug discovery and development [ 22 ].…”

Stereochemistry of the Kabachnik‐Fields Condensation of Terpenic Amino Oximes with Aldehydes and Dimethyl Phosphite

“…A number of reviews have been published on various aspects of the biological properties of α‐aminophosphonates . Certain α‐aminophosphonates and copper(II) complexes with α‐aminophosphonates as tridentate ligands exhibit significant anticancer activity.…”