TY - JOUR
T1 - Synthesis of the calcilytic ligand NPS2143
AU - Johansson, Karl Henrik
AU - Cailly, Thomas Bastien Gaëtan
AU - Thomsen, Alex Rojas Bie
AU - Bräuner-Osborne, Hans
AU - Pedersen, Daniel Sejer
PY - 2013/7/9
Y1 - 2013/7/9
N2 - (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 disclose for the first time a complete experimental description, detailed characterisation and assessment of enantiomeric purity for (R)-3. An efficient, reproducible and scalable synthesis of (R)-3 that requires a minimum of chromatographic purification steps is presented. (R)-3 was obtained in excellent 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.
AB - (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 disclose for the first time a complete experimental description, detailed characterisation and assessment of enantiomeric purity for (R)-3. An efficient, reproducible and scalable synthesis of (R)-3 that requires a minimum of chromatographic purification steps is presented. (R)-3 was obtained in excellent 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.
U2 - 10.3762/bjoc.9.154
DO - 10.3762/bjoc.9.154
M3 - Journal article
C2 - 23946832
SN - 2195-951X
VL - 9
SP - 1383
EP - 1387
JO - Beilstein Journal of Organic Chemistry
JF - Beilstein Journal of Organic Chemistry
ER -