268. Allopregnane-3α,20β-diol

Nomenclature

CAS number: 566-57-4
(3α,5α,20R)-Pregnane-3,20-diol; 3α,20β-dihydroxy-5α-pregnane.
C21H36O2; mol wt 320.51.
C 78.69%, H 11.32%, O 9.98%.

Description and references

Progesterone metabolite. Prepn by hydrogenation of progesterone: Marker, Lawson, J. Am. Chem. Soc. 61, 588 (1939); by catalytic hydrogenation of epiallopregnane-3-ol-20-one: Marker, US 2231019 (1941 to Parke, Davis); by reduction of 5α-pregn-1-ene-3,20-dione with lithium aluminum hydride: Schütt, Tamm, Helv. Chim. Acta 41, 1751 (1958).

Properties

Needles from acetone, mp 207-209°. [α]D26 +12° (c = 1.132 in chloroform).