1392830-41-9

Upstream product

• 1411994-50-7 C₂₄H₂₅FN₂O₅ 
• 5241-64-5 Boc-D-Trp-OH 
• 1104240-73-4 (5-methyl-1,2,4-oxadiazol-3-yl)(1-methyl-1H-pyrazol-4-yl)methanone 
• 1104606-50-9 (R)-1-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-2-(1H-indol-3-yl)-ethanamine hydrochloride 
• 1104606-06-5 (R)-tert-butyl (1-(4-(4-fluorophenyl)-1H-imidazol-2-yl)-2-(1H-indol-3-yl)ethyl)carbamate 

Relevant academic research and scientific papers

Route development and multikilogram GMP delivery of a somatostatin receptor antagonist

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.