3613. Epicholesterol

Nomenclature

CAS number: 474-77-1
(3α)-Cholest-5-en-3-ol.
C27H46O; mol wt 386.65.
C 83.87%, H 11.99%, O 4.14%.

Description and references

The 3α-hydroxy epimer of cholesterol. Prepd from 8-oxocholesteryl chloride or from cholest-5-en-3-one or by passing O2 into a soln of cholesteryl Mg chloride: Ruzicka, Goldberg, Helv. Chim. Acta 19, 1407 (1936); Marker, et al., J. Am. Chem. Soc. 58, 481 (1936); Marker, US 2117355 (1938); Barnett et al., J. Chem. Soc. 1940, 1390.

Chemical structure

Properties

Crystals from alcohol, mp 141.5°. [α]D30 -35° (c = 1 in alcohol). Not precipited by digitonin.

Derivative

Acetate.
C29H48O2; mol wt 428.69.
C 81.25%, H 11.29%, O 7.46%.

Properties

Crystals from methanol, mp 85°.