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Communication | Regular issue | Vol 24, No. 2, 1986, pp.317-320
Published online, 1st January, 1970
DOI: 10.3987/R-1986-02-0317
Synthesis and Absolute Configuration of the Alangium vitiense Alkaloid (—)-9-Demethyltubulosine

Tozo Fujii,* Masashi Ohba, Hiroshi Hatakeyama, Chiristiane Kan-Fan, and Henri-Phillipe Husson

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan

Abstract

(-)-9-Demethyltubulosine [(-)-I] has been synthesized from the tricyclic amino acid (-)-IV through the intermediates (-)-V, (+)-VI, and (+)-VII. The identity of the synthetic (-)-I with a C28H35N3O3 base, isolated from Alangium vitiense, unequivocally established the structure and absolute stereochemistry of this alkaloid.