19703-94-7Relevant articles and documents
Route development and multikilogram GMP delivery of a somatostatin receptor antagonist
Ruck, Rebecca T.,Huffman, Mark A.,Stewart, Gavin W.,Cleator, Ed,Kandur, Wynne V.,Kim, Mary M.,Zhao, Dalian
, p. 1329 - 1337 (2012/10/29)
Route development and demonstration on multikilogram scale for the first GMP delivery of MK-4256 are described. Key aspects of the convergent route include a regioselective green iodination, one-pot oxadiazole synthesis, and an efficient ketone Pictet-Spengler reaction with diastereomeric upgrade via crystallization to afford 6 kg of API. A recycle procedure augmented the yield of desired diastereomer in the Pictet-Spengler reaction from a mixture of diastereomers heavily enriched in the undesired diastereomer.