(16R)-18,19-Didehydro-17-hydroxycorynan-16-carboxylic acid methyl ester Chemical Properties

Melting point:

239-241℃ (Decomposition)

Boiling point:

545.4±50.0 °C(Predicted)

Density 

1.25±0.1 g/cm3(Predicted)

pka

14.30±0.10(Predicted)

(16R)-18,19-Didehydro-17-hydroxycorynan-16-carboxylic acid methyl ester Usage And Synthesis

Description

One of the numerous alkaloids isolated from Vinca species, this base occurs in V. rosea L. and forms colourless crystals from MeOH. It is laevorotatory with[α]²⁶_D - 58° (MeOH) and when crystallized from Me₂CO forms crystals containing solvent of crystallization, m.p. 181°C. The ultraviolet spectrum in MeOH has absorption maxima at 226, 282 and 290 mf.1. The alkaloid contains a primary alcoholic group and an imino group and yields the hemisulphate, m.p. 239- 241°C (dec.); the picrate, m.p. 226-8°C (dec.) and the O-acetate, m.p. 198°C;[α]²⁶_D- 26° (MeOH).

References

Svoboda et al., J. Pharm. Sci., 50,409 (1961)
Kutney, Brown., Tetrahedron Lett., 1815 (1963)

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