Title: 3,20-Allopregnanedione
CAS Registry Number: 566-65-4
CAS Name: (5a)-Pregnane-3,20-dione
Additional Names: 3,20-dioxo-5a-pregnane
Molecular Formula: C21H32O2
Molecular Weight: 316.48
Percent Composition: C 79.70%, H 10.19%, O 10.11%
Literature References: From pregnancy urine: Hartmann, Locher, Helv. Chim. Acta 18, 160 (1935); Lieberman et al., J. Biol. Chem. 172, 263 (1948). Prepn from pregna-4,11-diene-3,20-dione: Shoppee, Reichstein, Helv. Chim. Acta 24, 356 (1941); by oxidation of allopregnan-3b-ol-20-one with chromium trioxide: Billeter, Miescher, ibid. 30, 1409 (1947); by hydrogenation of pregnenolone: Pappas, Nace, J. Am. Chem. Soc. 81, 4556 (1959); from funtumine: Janot et al., Bull. Soc. Chim. Fr. 1960, 1669.
Properties: Crystals from methylene chloride + hexane, mp 200°. [a]D +125° (c = 1.2 in chloroform).
Melting point: mp 200°
Optical Rotation: [a]D +125° (c = 1.2 in chloroform)
Use: In the synthesis of progesterone, FR 845034 C.A. 34, 81842 (1940). |