Process for 1.alpha.,3.beta.-dihydroxy-.DELTA..sup.5 -steroids

Details Process for 1.alpha.,3.beta.-dihydroxy-.DELTA..sup.5 -steroids Process for 1.alpha.,3.beta.-dihydroxy-.DELTA..sup.5 -steroids

1979-11-13

1981-12-15

Roberts, Elbert L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26023955R, C07J 900

Patent

active

043058817

ABSTRACT:
A process for the synthesis of 1.alpha.,3.beta.-dihydroxy-.DELTA..sup.5 -steroids from steroids such as 1.alpha.,2.alpha.-epoxy-cholesta-4,6-dien-3-one, which is reacted with lithium in liquid ammonia in the absence of a proton donator and subsequently reduced by repeated alternative additions of a proton donator, said additions being followed in each case by an equivalent amount of lithium. The final product, a 1.alpha.,3.beta.-dihydorxy-.DELTA..sup.5 -steroid, is useful in the synthesis of derivatives of cholecalciferol.

REFERENCES:
patent: 3966777 (1976-06-01), Mazur et al.
J. Org. Chem., 39, 2931-2933 (1974).
Tetrahedron Letters, 4 261-264 (1975).
Chemical Abstracts 80 60,077 (1974); 87 16,8276q (1977); 88 62,524 (1978); 89 24,619x (1978); 90 138,091v (1979).
Synthetic Commun. 8(2) 127-134 (1978).
J.A.C.S. (1973) vol. 95, No. 8 Article by Barton et al., pp. 2748-2749.

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