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Beilstein J. Org. Chem. 2019, 15, 2419–2427, doi:10.3762/bjoc.15.234
Graphical Abstract
Figure 1: Oxazolone pseudodipeptide 1 and tetrapeptide 2a.
Scheme 1: Synthesis of linear azido ester dipeptide 5 and tetrapeptide 7.
Scheme 2: Synthesis of oxazolone pseudopeptides 1, 2a and 2b.
Figure 2: Characteristic NOEs of 2a.
Figure 3: DMSO titration study of 2a.
Figure 4: 1H NMR temperature study of 2a.
Figure 5: Optimized helical conformations of (A) 2a, (B) 2b and (C) 9.
Figure 6: Ion transport activity (A) for 1, (B) for 2a, across EYPC-LUVs HPTS.
Figure 7: Cation (A) and anion (B) transport activity of 2a.
Figure 8: Comparison of the ion transport activity of 2a and 2b at 20 µM across EYPC-LUVslucigenin (A). Conce...
Beilstein J. Org. Chem. 2016, 12, 1765–1771, doi:10.3762/bjoc.12.165
Figure 1: Antifungal antibiotic amipurimycin (1).
Scheme 1: Retrosynthesis of 2.
Scheme 2: Synthesis of 1,3-anhydrosugar 12 and 13.
Scheme 3: Formation of 2,7-dioxabicyclo[3.2.1]octane 12/13.
Figure 2: Conformational analysis of 13 and 14.
Figure 3: Geometrically optimized conformation of 12 and 13 respectively by DFT study.
Scheme 4: Glycosylation of 16.
Scheme 5: Glycosylation attempt by changing protections.
Scheme 6: Synthesis of nucleoside 2.