187974-72-7Relevant academic research and scientific papers
One-pot synthesis of protected homoallyl amines
Veenstra, Siem J.,Schmid, Priska
, p. 997 - 1000 (2007/10/03)
An efficient one-pot procedure for the synthesis of protected homoallyl amines from aldehydes or aldehyde acetals, carbamates and allyltrimethylsilane under influence of borontrifluoride etherate was developed. Scope and limitations of the aldehyde and carbamate components are reported.
SAR of 2-benzyl-4-aminopiperidines NK1 antagonists. Part 2. Synthesis of CGP 49823
Veenstra, Siem J.,Hauser, Kathleen,Schilling, Walter,Betschart, Claudia,Ofner, Silvio
, p. 3029 - 3034 (2007/10/03)
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.
