126144-72-7Relevant academic research and scientific papers
Conformational Study of Bridgehead Lactams. Preparation and X-Ray Structural Analysis of 1-Azabicyclononane-2,6-dione
McCabe, Peter H.,Milne, Neal J.,Sim, George A.
, p. 1459 - 1462 (2007/10/02)
3-(2-carboxyethyl)-4-piperidone (5) prepared, from N-benzyl-4-piperidone and benzyl acrylate (9), was thermally cyclized in the presence of dibutyltin oxide to 1-azabicyclononane-2,6-dione (4), which possesses a bridgehead amide nitrogen.The boat-chair conformation of (4) in the solid state has been characterized by X-ray crystal structure analysis and the bridgehead amide shown to be appreciably distorted from planarity, with N(1) displaced by 0.37 Angstroem from the plane of C(2), C(8), and C(9).Crystallographic data are a=6.214(4), b=6.845(5), c=17.850(8) Angstroem, Z=4, space group P21cn.X-Ray intensity measurements were made on a four-circle diffractometer and least-squares adjustment of the atomic parameters converged at R=0.038 for 1004 reflections.
