7385. Physovenine

Nomenclature

CAS number: 6091-05-0
(3aS-cis)-3,3a,8,8a-Tetrahydro-3a,8-dimethyl-2H-furo[2,3-b]indol-5-ol methylcarbamate (ester).
C14H18N2O3; mol wt 262.30.
C 64.11%, H 6.92%, N 10.68%, O 18.30%.

Description and references

From seed of Physostigma venenosum Balf., Leguminosae: Salway, J. Chem. Soc. 99, 2148 (1911). Structure: Robinson, ibid. 1964, 1503. Synthesis: Longmore, Robinson, Chem. Ind. (London) 1965, 1297. Abs config: eidem, ibid. 1969, 622.

Chemical structure

Properties

Plates from ether, mp 124-125°. [α]D22.5 -92° (ethanol). uv max (ethanol): 252, 310 nm (ε 13200, 3300). Sol in alcohol, benzene, chloroform; slightly sol in ether. Practically insol in water, petr ether.