Epicholestanol

Title: Epicholestanol
CAS Registry Number: 516-95-0
CAS Name: (3a,5a)-Cholestan-3-ol
Additional Names: 3a-hydroxycholestane; e-cholestanol
Molecular Formula: C27H48O
Molecular Weight: 388.67
Percent Composition: C 83.44%, H 12.45%, O 4.12%
Literature References: The 3a-hydroxy epimer of cholestanol. Prepn from cholestanone: Ruzicka, Helv. Chim. Acta 17, 1407 (1934); cf. Marker, et al., J. Am. Chem. Soc. 57, 2359 (1935); Barnett et al., J. Chem. Soc. 1940, 1390.
Properties: Needles from alcohol, mp 185-186°. [a]D20 +34° (c = 1.7 in chloroform). Less sol than cholestanol. Not precipitated by digitonin.
Melting point: mp 185-186°
Optical Rotation: [a]D20 +34° (c = 1.7 in chloroform)
Derivative Type: Acetate
Molecular Formula: C29H50O2
Molecular Weight: 430.71
Percent Composition: C 80.87%, H 11.70%, O 7.43%
Properties: mp 95.5-96°. Crystals from methanol.
Melting point: mp 95.5-96°
Derivative Type: Benzoate
Molecular Formula: C34H52O2
Molecular Weight: 492.78
Percent Composition: C 82.87%, H 10.64%, O 6.49%
Properties: mp 102-103°. [a]546 +27.2° in chloroform.
Melting point: mp 102-103°
Optical Rotation: [a]546 +27.2° in chloroform
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