5320. Kopsine

Nomenclature

CAS number: 559-48-8
3-Hydroxy-22-oxokopsan-1-carboxylic acid methyl ester.
C22H24N2O4; mol wt 380.44.
C 69.46%, H 6.36%, N 7.36%, O 16.82%.

Description and references

From Kopsia fructicosa A.D., Apocynaceae: Bhattacharya et al., J. Am. Chem. Soc. 71, 3370 (1949). Structure: Spiteller, Monatsh. Chem. 93, 1220 (1962); Govindachari et al., Helv. Chim. Acta 45, 1146 (1962); 46, 572 (1963); Guggisberg et al., ibid. 52, 76 (1969).

Chemical structure

Properties

Crystals from alc, dec 217-218°. [α]D27 14.3 ± 1° (c = 2 in chloroform). uv max (ethanol): 240, 278, 285-286 nm (log ε 4.08, 3.37, 3.35). Sol in chloroform; sparingly sol in methanol, ethanol, ethyl acetate, benzene, ether. Practically insol in petr ether, water.

Derivative

Methiodide.
C23H27IN2O4; mol wt 522.38.
C 52.88%, H 5.21%, I 24.29%, N 5.36%, O 12.25%.

Properties

Crystals from methanol, dec 194-196°.

Derivative

Oxalate.
C24H26N2O8; mol wt 470.47.
C 61.27%, H 5.57%, N 5.95%, O 27.21%.

Properties

Prisms from alcohol + acetone, dec 154°. Sol in water.