Process for the preparation of 1.alpha.,25-dihydroxyvitamin D.su

Details Process for the preparation of 1.alpha.,25-dihydroxyvitamin D.su Process for the preparation of 1.alpha.,25-dihydroxyvitamin D.su

1989-04-04

1992-02-11

Bond, Robert T.

Organic compounds -- part of the class 532-570 series

Organic compounds

Cyclopentanohydrophenanthrene ring system containing

552653, C07J 900, C07C17200

Patent

active

050877097

ABSTRACT:
(22E)-5,7,22-Ergostatriene-1.alpha.,3.beta.,25-triol and the 24-epimer thereof which are new intermediates for the synthesis of 1.alpha.,25-dihydroxyvitamin D.sub.2 and the 24-epimer thereof. A new process for the preparation of 1.alpha.,25-dihydroxyvitamin D.sub.2 and the 24-epimer thereof is also described which comprises irradiation of (22E)-5,7,22-ergostatriene-1.alpha.,3.beta.,25-triol or the 24-epimer thereof followed by isomerization.

REFERENCES:
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Cary and Sutherland, Advanced Organic Chemistry, 2nd Ed. (New York, Plenum Press, 1984), pp. 74 to 75.
Sicinski et al., Bioorganic Chemistry, 13, pp. 158-165 (1985).
Baggiolini et al., J. Org. Chem., 51, 3098-3108 (1986).
Yamada et al., Tetrahedron Letters, 25, No. 31, pp. 3347-3350 (1984).
Tachibana, Bull. Chem. Soc. of Jpn. 61, 3915-3918 (1988).
Burton et al., J. Chem. Soc. (C), 1968-1974 (1971).
Morris et al., J. Org. Chem., 46, 3422-3428 (1981).
Kociencki et al., J. Chem. Soc. Perkin I, 829-834 (1978).

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