(15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane

(15S)-20,21-(Epoxyethano)-15-hydroxy-4-methyl-16-methyleneveatchane Chemische Eigenschaften,Einsatz,Produktion Methoden

• Beschreibung

  This alkaloid occurs in Garrya species and is a major constituent of G. veatchii. It is laevorotatory with [α]^27.5_D - 69.01°. The crystalline hydrochloride has m.p. 2Sl-2°C (dec.); hydrobromide, m.p. 229-2300 C and the hydriodide, m.p. 222-3°C (dec.). The O-acetate has m.p. l52-3°C and yields a hydrochloride, m.p. 258-9°C. The structure has been determined by chemical analysis and from spectroscopic data.

• Einzelnachweise

  Wiesneretal., Can. J. Chem., 30,608 (1952)
  Wiesner et al., Ber., 86,800 (1953)
  Wiesner, Edwards., Experientia, 11,255 (1955)
  Vorbrueggen, Djerassi., J. Amer. Chem. Soc., 84, 2999 (1962)
  Nagata et al., ibid, 86,929 (1964)
  Synthesis: Valenta, Wiesner, Wong., Tetrahedron Lett., 2437 (1964)
  Fujita, Fujita, Katayama., Tetrahedron, 26, 1009 (1970)
  Wiesner et al., Experientia, 26, 471 (1970)