Synthesis of the calcilytic ligand NPS 2143

• Henrik Johansson,
• Thomas Cailly,
• Alex Rojas Bie Thomsen,
• Hans Bräuner-Osborne and
• Daniel Sejer Pedersen

Beilstein J. Org. Chem. 2013, 9, 1383–1387, doi:10.3762/bjoc.9.154

• ICORE) UFR des Sciences Pharmaceutiques, Bd Becquerel, F-14032 Caen, France 10.3762/bjoc.9.154 Abstract (R)-3 (NPS 2143) is a negative allosteric modulator of the human calcium-sensing receptor (CaSR) and as such represents an important pharmacological tool compound for studying the CaSR. Herein, we

• optical purity (er > 99:1) as demonstrated by chiral HPLC and the pharmacological profile for (R)-3 is in full accordance with that reported in the literature. Keywords: epoxides; GPCR; NPS 2143; nucleophilic aromatic substitution; pyrylium chemistry; Introduction The first G-protein-coupled receptors

• its biological activity (Figure 3). Conclusion Herein, for the first time, we disclose a detailed, reproducible and scalable synthetic procedure for the calcilytic ligand (R)-3 (NPS 2143) making this important pharmacological tool compound readily available to the scientific community. All compounds