5167. Isoestradiol
Nomenclature
CAS number: 517-04-4
(8α,17β)-Estra-1,3,5(10)-triene-3,17-diol; Δ1,3,5-8α-epiestratriene-3,17β-diol; 8α-estradiol; 8-epiestradiol; 8-isoestradiol-17β. C18H24O2; mol wt 272.38.
C 79.37%, H 8.88%, O 11.75%.
Description and references
Prepn by high pressure hydrogenation of dihydroequilin: Serini, Logemann, Ber. 71, 186 (1938); by hydrogenation of equilenin with Raney nickel at 2800 psi and 85°: Dauben, Ahramjian, J. Am. Chem. Soc. 78, 633 (1956). Prepn of dl-form from dl-equilenin and stereochemistry: Johnson et al., ibid. 80, 661 (1958).
Derivative
d-Form.Properties
Crystals from dil methanol + chloroform, mp 181°. [α]D20 +18° (16 mg in 2 ml dioxane).Derivative
3-Benzoate.C25H28O3; mol wt 376.49.
C 79.75%, H 7.50%, O 12.75%.