Title: 4-Pregnene-17a,20b,21-triol-3-one
CAS Registry Number: 128-19-8
CAS Name: (20R)-17,20,21-Trihydroxypregn-4-en-3-one
Additional Names: 17-(1,2-dihydroxyethyl)-D4-androsten-3-on-17a-ol; 17a-pregnenetriolone
Molecular Formula: C21H32O4
Molecular Weight: 348.48
Percent Composition: C 72.38%, H 9.26%, O 18.36%
Literature References: Prepd from 17-ethynyltestosterone by hydrogenation with palladium in pyridine, allylic rearrangement, and hydroxylation with osmium tetroxide: Ruzicka, Müller, Helv. Chim. Acta 22, 755 (1939); Logemann, Naturwissenschaften 27, 196 (1939); from a 3-enol ester of a 17,21-diacyloxyprogesterone by reduction followed by saponification: CH 207496 (1940), C.A. 36, 3636 (1942).
Properties: Crystals from methanol. mp 190°. Sol in dioxane, chloroform, methanol. [a]D +63° (c = 1 in dioxane). uv max: 240 nm (log e 4.1).
Melting point: mp 190°
Optical Rotation: [a]D +63° (c = 1 in dioxane)
Absorption maximum: uv max: 240 nm (log e 4.1)
Derivative Type: 20,21-Diacetate
Molecular Formula: C25H36O6
Molecular Weight: 432.55
Percent Composition: C 69.42%, H 8.39%, O 22.19%
Properties: Crystals from acetone + ether. Polymorphic; mp 170° and 194°; [a]D20 +125° (dioxane). Reaction with zinc in toluene yields 17-isodesoxycorticosterone acetate.
Melting point: mp 170° and 194°
Optical Rotation: [a]D20 +125° (dioxane)
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