Synthesis and Crystal Structure of 1,2,4,6-Tetraphenyl-2-hydroxy-8-azabicycle[3,2,1]octane

1 INTRODUCTIONAtrope alkaloids, which exist in eggplant plants, such as atrope and scopolamine, are used as a series of important drugs in medical science [1,2]. The typical character of atrope alkaloid is that these compounds contain the main skeleton of 8-azabicycle[3,2,1]octane , which results in the very complicated synthetic routine[3]. During our research for the reaction of 1,3,5,7-tetraphenyl-4- nitro-1,7-heptadione with low-valent titanium reagent, we easily synthesized the title …

Synthesis and Crystal Structure of 1,2,4,6-Tetraphenyl-2-hydroxy-8-azabicycle[3,2,1]octane

The title compound (C31H29NO, Mr = 431.6) was synthesized and its crystal structure was determined by X-ray diffraction method. It crystallized in orthorhombic space group Pcab, with cell parameters: a = 10.579 (3), b = 18.514(7), c = 23.93(1)A, V= 4686.22(3) A3, Z = 8, Dc = 1.223g/cm3, F(000) = 1840, μ = 0.68mm-1. The structure was solved by direct methods and refined by full-matrix least-squares method, and final R = 0.057, Rw = 0.060 for 2282 observed reflections with I ≥ 3.00σ(I). The molecular backbone is aza-bicycle [3,2,1 ]octane containing a chair-like six-membered aza-cycle conformation.