9-methoxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazole

Description

An Ochrosia alkaloid present in O. oppositifolia and O. sandwicensis Gray, it occurs mainly in the bark of these species. It forms light yellow crystals and gives an ultraviolet spectrum in EtOH with absorption maxima at 242, 275, 290 and 335 mil. It may be characterized as the hydrochloride which has m.p. 288- 290°C following a change in crystal form at 255-265°C, or as the picrate, m.p. 273-5°C. The structure has been elucidated from the mass spectrum fragmentation pattern.

Synthesis Reference(s)

The Journal of Organic Chemistry, 72, p. 7106, 2007 DOI: 10.1021/jo070774z

References

Buzas, Osowiecki, Schindler., Cornpt. Rend., 247, 1390 (1958)
Goodwin, Smith, Horning.,!. Arner. Chern. Soc., 81,1903 (1959)
Mass spectrum:
Loder., Austral. J. Chern., 19, 1947 (1966)
Synthesis:
Dalton et aI., Austral. J. Chern., 20, 2715 (1967)