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Compounds based on the pyrroloquinoxaline system can interact with serotonin 5‐HT3, cannabinoid CB1, and μ‐opioid receptors. Herein, a chiral pool synthesis of diastereomerically and enantiomerically pure bromolactam (S,R,R,R)‐14A is presented. Introduction of the cyclohexenyl ring at the N‐atom of (S)‐proline derivatives 8 or methyl (S)‐pyroglutamate (12) led to the N‐cyclohexenyl substituted pyrrolidine...
In this study we addressed the role of chirality in the biological activity of RC-33, recently studied by us in its racemic form. An asymmetric synthesis procedure was the first experiment, leading to the desired enantioenriched RC-33 but with an enantiomeric excess (ee) not good enough for supporting the in vitro investigation. An enantioselective high‐performance liquid chromatography (HPLC) procedure...
It was shown that racemic (±)‐2 [1′‐benzyl‐3‐(3‐fluoropropyl)‐3H‐spiro[[2]benzofuran‐1,4′‐piperidine], WMS‐1813] represents a promising positron emission tomography (PET) tracer for the investigation of centrally located σ1 receptors. To study the pharmacological activity of the enantiomers of 2, a preparative HPLC separation of (R)‐2 and (S)‐2 was performed. The absolute configuration of the enantiomers...
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