281. Allotetrahydrocortisone

Nomenclature

CAS number: 547-77-3
(3α,5α)-3,17,21-Trihydroxypregnane-11,20-dione; Reichstein's substance Dehydro-C; 11-dehydro C; allopregnane-3α,17α,21-triol-11,20-dione.
C21H32O5; mol wt 364.48.
C 69.20%, H 8.85%, O 21.95%.

Description and references

Isoln from beef adrenals: v. Euw et al., Helv. Chim. Acta 41, 1516 (1958). Synthesis of the 3α,21-diacetate: Nagata et al., ibid. 42, 1399 (1959).

Chemical structure

Properties

Rhombohedric leaflets from acetone + water, mp 212-214°.

Derivative

3α,21-Diacetate.
C25H36O7; mol wt 448.55.
C 66.94%, H 8.09%, O 24.97%.

Properties

Rhombohedric platelets, mp 225-227°; [α]D25 +94.2 ±1.5° (c = 1.45 in dioxane).