Bioorganic and Medicinal Chemistry Letters p. 3029 - 3034 (1996)
Update date:2022-07-29
Topics:
Veenstra, Siem J.
Hauser, Kathleen
Schilling, Walter
Betschart, Claudia
Ofner, Silvio
CGP 49823 is a potent NK1 antagonist which is centrally active after oral administration. The SAR of the C-2 substituent was investigated with respect to the affinity to the NK1 receptor. A practical synthesis of CGP 49823, suitable for scale-up, was developed. The key-step, a tandem acyliminium ion cyclization/Ritter reaction, gave trans-2-benzyl-4-acetamido-piperidines with high diastereoselectivity.
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