Title: Allopregnan-3b-ol-20-one
CAS Registry Number: 516-55-2
CAS Name: (3b,5a)-3-Hydroxypregnan-20-one
Additional Names: 3b-hydroxy-20-oxo-5a-pregnane
Molecular Formula: C21H34O2
Molecular Weight: 318.49
Percent Composition: C 79.19%, H 10.76%, O 10.05%
Literature References: Isoln from adrenal cortex: von Euw, Reichstein, Helv. Chim. Acta 24, 885 (1941); from corpus luteum: Butenandt, Mamoli, Ber. 68, 1847 (1935); Prelog, Meister, Helv. Chim. Acta 32, 2435 (1949); from human pregnancy urine: Lieberman et al., J. Biol. Chem. 172, 263 (1948); from human placenta: Pearlman, Cerceo, ibid. 194, 807 (1952). Prepn from 20-methyl-D20-allopregnen-3b-ol: Koechlin, Reichstein, Helv. Chim. Acta 27, 549 (1944); from pregnenolone: Mancera et al., J. Org. Chem. 16, 192 (1951); Pappas, Nace, J. Am. Chem. Soc. 81, 4556 (1959); by redn of allopregnane-3,20-dione with sodium borohydride: Mancera et al., ibid. 75, 1286 (1953); from progesterone 20-cycloethylene ketal: Sondheimer, Klibansky, Tetrahedron 5, 15 (1959).
Properties: Plates from dil methanol, mp 194-195°. [a]D27 +91.2° (c = 0.4 in ethanol).
Melting point: mp 194-195°
Optical Rotation: [a]D27 +91.2° (c = 0.4 in ethanol)
Derivative Type: Acetate
Molecular Formula: C23H36O3
Molecular Weight: 360.53
Percent Composition: C 76.62%, H 10.06%, O 13.31%
Properties: Plates from methanol, mp 144-146°. [a]D25 +69° (chloroform).
Melting point: mp 144-146°
Optical Rotation: [a]D25 +69° (chloroform)
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