13-05243. Isorubijervine [Archived]

Nomenclature

CAS number: 468-45-1
Solanid-5-ene-3β,18-diol.
C27H43NO2; mol wt 413.64.
C 78.40%, H 10.48%, N 3.39%, O 7.74%.

Description and references

From various species of Veratrum, Liliaceae. Isoln and structure: Jacobs, Craig, J. Biol. Chem. 148, 41 (1943); 159, 617 (1945); Pelletier, Jacobs, J. Am. Chem. Soc. 75, 4442 (1953). Stereochemistry: Sato, Latham, ibid. 78, 3146 (1956); Hhne et al., Tetrahedron 22, 673 (1966). Review: Morgan, Barltrop, Q. Rev. Chem. Soc. 12, 34 (1958).

Chemical structure

Properties

Crystals from alcohol, mp 235-237°. [α]D25 +6.5° (c = 0.97 in abs ethanol). Forms a sparingly sol digitonide.

Derivative

Hydrobromide.
C27H44BrN2O; mol wt 492.56.
C 65.84%, H 9.00%, Br 16.22%, N 5.69%, O 3.25%.

Properties

Fine needles from alcohol + ether, dec 290-295°.

Status

This monograph has been retired and is no longer subject to revision or update.