496916-48-4Relevant academic research and scientific papers
Synthesis of a 13C labeled N-cyclopropylamine tetrahydropyridine derivative
Kuttab, Simon,Mabic, Stephan
, p. 813 - 822 (2002)
The synthesis of 1-(2-13C)-cyclopropyl-4-phenyl-1,2,3,6-tetrahydropyridine (8) is reported. Attempts were first made to prepare labeled cyclopropylamine via a cyclopropanation/Curtius rearrangement sequence, but the yields were too modest to be suitable for the synthesis of a labeled compound. The preparation of 8 was achieved via cyclopropanation of the N-formyl tetrahydropyridine derivative 21 using the Grignard reagent of ethyl bromide and Ti(O-iPr)4 as a catalyst. The synthesis proceeded in high yield (82%). The method has a wide potential for the synthesis of other cyclopropyl ring labeled and substituted cyclopropyl ring labeled tetrahydropyridine dervatives which can be used in Monoamine Oxidase (MAO) and Cyt P450 enzymes mechanistic studies. Copyright
