9 article(s) from Opatz, Till
Graphical Abstract
Scheme 1: Scope of the nitrostyrenes 1 in the Diels–Alder reaction with CPD (dr = exo:endo).
Figure 1: The structure assignment of norbornenes 2 by 1H (a) and NOE (b) NMR spectroscopy.
Figure 2: 13C NMR spectrum of the mixture of exo- and endo-isomers of norbornene 2l.
Figure 3: The predicted reaction pathway for the Diels–Alder reaction of nitrostyrene 1h with CPD is displaye...
Scheme 2: The Diels–Alder reaction of nitrostyrene 1h with spiro[2.4]hepta-4,6-diene.
Scheme 3: Diels–Alder reaction of nitrostyrenes 1 with CHD (dr = exo:endo). (а) Reaction under microwave acti...
Scheme 4: Kinetic study of reactions of 1h with CPD and CHD.
Figure 4: Kinetic curves for the reactions of nitrostyrene 1h with CPD (50–130 °C) and CHD at 110 °C.
Scheme 5: The Diels–Alder reaction of the nitrostyrene 1h with 1-methoxy-1,3-cyclohexadiene.
Scheme 6: Selected chemical transformations of norbornenes 2 (dr = exo:endo).
Graphical Abstract
Figure 1: The structures of 5-fluorouracil (1), 5-fluorocytosine (2), emtricitabine (3) and capecitabine (4).
Scheme 1: Synthesis of potassium (Z)-2-cyano-2-fluoroethenolate (8) by Dietz et al. [36].
Scheme 2: Scope of the cyclization reaction. All yields are those of the purified products. aNo further purif...
Scheme 3: Cyclization with phenylhydrazine (12a) to obtain the desired pyrazole 13a and the byproducts 13b an...
Graphical Abstract
Figure 1: Structure of fusaricidins E (1) and F (2).
Figure 2: NOESY /COSY and HMBC correlations of compound 1.
Figure 3: Fragmentation pattern of compounds 1 and 2.
Scheme 1: Retrosynthetic plan for the depsipeptide and GHPD side chain.
Scheme 2: a) LiAlH4, THF, reflux, 12 h, quant.; b) Fmoc-OSu, NaHCO3, 1,4-dioxane, H2O, 0 °C to rt, 87%; c) 1:...
Scheme 3: Ester bond formation with 2,2-dimethylated pseudoproline including peptide 16.
Scheme 4: Cyclization with 2,2-dimethylated pseudoproline including peptide 16.
Scheme 5: Depsipeptide cyclization and coupling with GHPD side chain.
Figure 4: Byproducts from removal of Cbz group in THF and DMF.
Graphical Abstract
Figure 1: Synthetic cannabinoids JWH-018 (1), MDMB-CHMICA (2), MDMB-CHMCZCA (3), and EG-018 (4).
Figure 2: Molecular structure of (S)-MDMB-CHMCZCA (3) with numbering scheme.
Figure 3: ESI-MSn pattern of 3 (m/z values) with probable fragment ion structures.
Figure 4: Observed (top) and calculated (bottom) ECD spectra for (S)-3 in acetonitrile, theory level: TD-B3LY...
Figure 5: Observed (top) and calculated (bottom) VCD spectra for (S)-3 in chloroform, theory level: B3PW91/6-...
Figure 6: Molecular structure of (S)-3 in the solid state at 110 K (ORTEP-ellipsoids drawn at 30% probability...
Figure 7: UV traces (254 nm) of the chiral HPLC for commercial (S)-3 (top) and the (R/S)-3 (bottom). tR = 6.8...
Graphical Abstract
Scheme 1: Synthesis of formamide 4. Reagents and conditions: a) KHMDS, THF, −78 °C; then: NaBH4, MeOH, 63%. b...
Figure 1: Equilibration of the Z-rotamer of 4 at 293 K.
Figure 2: Equilibration of the E-rotamer of 4 at 293 K.
Figure 3: Elution profiles obtained by temperature-dependent DHPLC measurements of 4.
Figure 4: Eyring plot obtained by temperature dependent DHPLC measurements of 4.
Figure 5:
Potential energy surface scan graph for the dihedral angle O–C–N–C1 () in 4 (BP-D3/def2-SVP).
Figure 6: Energy differences and geometries for E- and Z-4 and both transition states (TS1 and TS2) in hexane...
Graphical Abstract
Scheme 1: Synthesis and conversion of 3,4-dihydro-2H-pyrrole-2-carbonitriles 6.
Graphical Abstract
Figure 1: HMBC, COSY and NOESY correlations of compound 1.
Figure 2: HMBC, COSY and NOESY correlations of compound 2.
Figure 3: HMBC, COSY and NOESY correlations of compound 3.
Figure 4: HMBC, COSY and NOESY correlations of compound 4.
Figure 5: Structures of the isolated compounds.
Figure 6: Crystal structures (ORTEP plot) of arohynapene A (5, left) and tanzawaic acid E (8, right). Thermal...
Graphical Abstract
Figure 1: Structure of SF002-96-1.
Figure 2: COSY (bold) and HMBC (arrow) correlations of SF002-96-1.
Figure 3: NOESY correlations of SF002-96-1.
Figure 4: Effect of SF002-96-1 on survivin promoter activity, survivin mRNA levels and expression. (A) Colo 3...
Figure 5: Effect of SF002-96-1 on Sat3 and NF-κB binding to the survivin promoter in Colo 320 cells analyzed ...
Figure 6: SF002-96-1 induces apoptosis of Colo 320 cells. (A) Colo 320 cells were treated without (control) o...
Figure 7: Single-quadrupole mass spectrumof SF002-96-1 obtained using an atmospheric pressure chemical ioniza...
Graphical Abstract
Figure 1: Selected examples of bioactive natural diaryl ethers.
Figure 2: Ligands that were subjected to the ligand screening.
Figure 3: Conversions of the model reaction versus the ligand numbers. For structures of the ligands refer to ...