6451. Neoergosterol

Nomenclature

CAS number: 516-98-3
(3β,22E)-19-Norergosta-5,7,9,22-tetraen-3-ol.
C27H40O; mol wt 380.61.
C 85.20%, H 10.59%, O 4.20%.

Description and references

Prepd from ergosterol: Inhoffen, Ann. 497, 130 (1932); Windaus, Deppe, Ber. 70, 76 (1937); Mosettig, Scheer, J. Org. Chem. 17, 764 (1952). Stereochemistry: Steele et al., J. Am. Chem. Soc. 85, 1134 (1963).

Chemical structure

Properties

Needles from methanol, mp 152-154°. [α]D17 -11° (c = 2 in chloroform). Practically insol in water. Sol in organic solvents. Precipitated by digitonin.

Derivative

Methyl ether.
C28H42O; mol wt 394.63.
C 85.22%, H 10.73%, O 4.05%.

Properties

mp 94°. [α]D20 -5° (c = 1.2 in chloroform).