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Synfacts 2011(6): 0577-0577  
DOI: 10.1055/s-0030-1259894
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of NS9544 Acetate

Contributor(s): Philip Kocienski
H. Malmgren, H. Cotton, B. Frøstrup, D. S. Jones, M.-L. Loke, D. Peters*, S. Schultz, E. Sölver, T. Thomsen, J. Wennerberg*
DuPont Chemoswed, Malmö, Sweden and Neurosearch, Ballerup, Denmark
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Publication History

Publication Date:
19 May 2011 (online)

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Significance

NS9544 acetate is a monoamine reuptake inhibitor that is a candidate for the treatment of neuropathic pain. After all attempts at a classical resolution of intermediate E failed, an asymmetric synthesis was undertaken in which the chirality was introduced by asymmetric deprotonation of tropinone A using the chiral lithium amide base B.