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Beilstein J. Org. Chem. 2017, 13, 301–302, doi:10.3762/bjoc.13.32
Figure 1: 1H NMR spectra of compound 3a measured in five different solvents: (A) acetonitrile-d3, (B) methano...
Beilstein J. Org. Chem. 2016, 12, 2478–2489, doi:10.3762/bjoc.12.242
Graphical Abstract
Scheme 1: Preparation of the nitro derivatives 4a and 5a and the fluorine-containing compounds 4b and 5b. Rea...
Figure 1: 1H NMR spectra of compound 3a measured in five different solvents: (A) CDCl3, (B) DMSO-d6, (C) acet...
Figure 2: HSQC and H,H-COSY (small spectrum) of compound 3a measured in CDCl3 at 25 °C. The independent coupl...
Figure 3: Illustration of the general partial double bond character of an amide bond and the limited isomeriz...
Figure 4: Temperature-dependent 1H NMR spectra of 3a measured in DMSO-d6 (aliphatic region of the piperazine ...
Figure 5: Molecular structure of compound 3a (ORTEP plot with 50% probability level).
Figure 6: Molecular structure of compound 4b (ORTEP plot with 50% probability level).
Figure 7: Superimposition fit of the two conformers, which exist in the ratio of 1:1 in the solid state struc...
Scheme 2: Peptide labeling using the Huisgen-click reaction and building block 4b. Reagents and conditions: a...
Scheme 3: The traceless Staudinger ligation to yield compound 9. Reagents and conditions: a) acetonitrile/wat...
Scheme 4: Preparation of the radiolabeling building blocks [18F]4b and [18F]5b. Reagents and conditions: a) K[...
Figure 8: Radio-TLC (eluent: ethanol) of [18F]5b (Rf = 0.50; reaction mixture).
Figure 9: (Radio)HPLC of 5a (tR = 7.7 min, UV trace, red), 5b (tR = 6.7 min, UV trace: blue) and [18F]5b (tR ...
Beilstein J. Org. Chem. 2013, 9, 1002–1011, doi:10.3762/bjoc.9.115
Figure 1: Selection of prosthetic agents for 18F-labelling via acylation.
Scheme 1: Synthesis of radiofluorination precursors 3 and 4. Reagents and conditions: (a) KSCN, CH3OH, reflux...
Scheme 2: Synthesis of 3-fluoropropanesulfonamide 11 via intermediary 3-fluoropropanesulfonyl chloride (10). ...
Scheme 3: Synthesis of 3-fluoropropanesulfonamides 12–18. Reagents and conditions: (a) triethylamine (TEA), CH...
Figure 2: (A) View of the molecular structure of sulfonamide 18 with atom labelling scheme. Displacement elli...
Figure 3: Dependence of the labelling yields of [18F]9 on the precursor amount. Reactions of tosylate 3 and n...
Figure 4: Time course of the distillation of 3-[18F]fluoropropyl thiocyanate ([18F]9) in the argon stream. Fo...
Scheme 4: Radiosynthesis of 3-[18F]fluoropropanesulfonamides [18F]11–[18F]18. Reagents and conditions: (a) [18...
Figure 5: Radio-HPLC chromatograms for the reaction of [18F]10 with (A) 4-fluoroaniline in the absence and pr...
Figure 6: Time course of the carboxylesterase-catalysed degradation of 3-fluoropropansulfonamide 17 (red) and...