Journal: Journal of Pharmaceutical Analysis

Article Title: 19 F−{ 1 H} NMR spectroscopy in weakly orienting solvents for the enantiomeric resolution of fluorinated chiral drugs: The case of fluoxetine

doi: 10.1016/j.jpha.2025.101469

Figure Lengend Snippet: The 282.4 MHz 19 F−{ 1 H} nuclear magnetic resonance (NMR) spectra of (A) (rac)-2,2,2-trifluoro-1-phenylethan-1-ol (TFPE) and (B) (rac)-fluoxetine (FLX) hydrochloride recorded at 26.9 °C in chiral anisotropic poly-γ-benzyl-L-glutamate (PBLG)/CHCl 3 environment (top) and isotropic CHCl 3 solution (bottom). The T FF (1) and T FF (2) measured (absolute values) are equal to 111.8 and 73.3 Hz, respectively. The Δ δ (1) and Δ δ (2) variations are 0.361 and 0.200 ppm, respectively. The R / S assignment of enantiomers in the FLX racemic mixture was achieved by comparison with a scalemic sample of FLX. The T FF ( R ) and T FF ( S ) measured (absolute values) are equal to 55.4 and 89.5 Hz, respectively. The Δ δ ( R ) and Δ δ ( S ) variations are 0.042 and 0.131 ppm, respectively.

Article Snippet: ( Rac )-FLX and ( S )-FLX were purchased from Tokyo Chemical Industry Co., Ltd. (Tokyo, Japan) and Biosynth (Staad, Switzerland), respectively, both with a purity of 98%.

Techniques: Nuclear Magnetic Resonance, Comparison

Journal: Journal of Pharmaceutical Analysis

Article Title: 19 F−{ 1 H} NMR spectroscopy in weakly orienting solvents for the enantiomeric resolution of fluorinated chiral drugs: The case of fluoxetine

doi: 10.1016/j.jpha.2025.101469

Figure Lengend Snippet: Superimposed experimental (brown) and reconstructed (pink) 19 F−{ 1 H} spectra after line-fitting treatment. The inset shows a vertical zoom of the two central lines of the fluoxetine (FLX) signals with the residue curve (red) between the experimental and reconstructed spectra. The spectrum was recorded on 10 mg of (rac) - FLX hydrochloride dissolved in poly-γ-benzyl-L-glutamate (PBLG)/CHCl 3 at 26.9 °C, and enantiomeric excess ( ee %) was calculated using the peak areas of two most deshielded lines (i.e., left components of triplets) of ( R )- and ( S )-isomers.

Article Snippet: ( Rac )-FLX and ( S )-FLX were purchased from Tokyo Chemical Industry Co., Ltd. (Tokyo, Japan) and Biosynth (Staad, Switzerland), respectively, both with a purity of 98%.

Techniques: Residue