Rose CR1, Zawistoski MP1, Lefker BA1, Mangano FM1, Wright AS1, Carpino PA2.
Bioorg Med Chem. 2016 Dec 10. pii: S0968-0896(16)31398-0. doi: 10.1016/j.bmc.2016.12.015. [Epub ahead of print]A practical synthesis of capromorelin (1), a growth hormone secretagogue, is described that utilizes as a key step a crystallization-induced dynamic resolution (CIDR) of (±)-3a-benzyl-2-methyl-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridin-3(3aH)-one [(±)-2] by L-tartaric acid salt formation, yielding (R)-2.L-tartaric acid in high chemical yield (>85%) and with diastereomeric excess (de) of ∼98%. Treatment of (R)-2. Read More