12-00271. Allopregnane-3β,21-diol-11,20-dione [Archived]

Nomenclature

CAS number: 566-02-9
3β,21-Dihydroxy-5α-pregnane-11,20-dione; 3β,21-dihydroxy-11,20-dioxo-5α-pregnane; Kendall's compound H; Reichstein's substance N.
C21H32O4; mol wt 348.48.
C 72.38%, H 9.26%, O 18.36%.

Description and references

Isoln from adrenal glands: Steiger, Reichstein, Helv. Chim. Acta 21, 546 (1938). Prepn by reduction of allopregnan-21-ol-3,11,20-trione acetate: Mancera et al., J. Am. Chem. Soc. 77, 5669 (1955).

Properties

Hydrated crystals from dil acetone; anhydr shiny spears from benzene or acetone, mp 189-191°. [α]D19 +93.8° (c = 1.4 in abs ethanol).

Derivative

3,21-Diacetate.
C25H36O6; mol wt 432.55.
C 69.42%, H 8.39%, O 22.19%.

Properties

Clusters of needles from ether-pentane, mp 148-149.5°. [α]D18 +77.5 ± 2.5° (acetone); [α]D19 +85.6 ± 2° (dioxane).

Status

This monograph has been retired and is no longer subject to revision or update.