Synthesis and X-ray Analysis of Dihydrotetrabenazine, a Metabolite of Tetrabenazine

摘要

The dihydrotetrabenazine (DTBZ) was synthesized by reduction of tetrabenazine with sodium borohydride in ethanol. Crystals suitable for X-ray analysis were obtained from a mixed solution of dichloromethane and ethanol in a five-to-one volume ratio. The crystal is monoclinic, space group P2₁/c with crystallographic parameters: a = 15.0129(14) , b = 12.5677(12) , c = 9.7715(9) , β = 98.556(2)°, μ = 0.078 mm−1, V = 1823.1(3) 3, Z = 4, Dc = 1.164 g/cm3, F(000) = 696, T = 296(2) K. The X-ray analysis and the chiral HPLC show that the DTBZ prepared by our method consists of (2R,3R,11bR) and (2S,3S,11bS) enantiomers.View full textDownload full textKeywordsChiral center, dihydrotetrabenazine, enantiomer, tetrabenazineRelated var addthis_config = { ui_cobrand: "Taylor & Francis Online", services_compact: "citeulike,netvibes,twitter,technorati,delicious,linkedin,facebook,stumbleupon,digg,google,more", pubid: "ra-4dff56cd6bb1830b" }; Add to shortlist Link Permalink http://dx.doi.org/10.1080/15421406.2012.661315