9.alpha.-dehalogenation process

Details 9.alpha.-dehalogenation process 9.alpha.-dehalogenation process

1990-01-31

1995-06-20

Rizzo, Nicholas

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

Organic compounds

Cyclopentanohydrophenanthrene ring system containing

552619, 552622, C07J 100

Patent

active

054261988

ABSTRACT:
The present invention involves improved processes for the dehalogenation of 9.alpha.-halosteroids (I) ##STR1## to produce the corresponding 11.beta.-hydroxy steroids (II) ##STR2## which are known to be useful as pharmaceutical, where the improvements comprise (1) adding the 9.alpha.-halo steroid (I) to the chromium and (2) using catalytic amounts of chromium in the presence of a means of converting chromium (II) to chromium (III).

REFERENCES:
patent: 3480622 (1969-11-01), Barton
patent: 4304727 (1981-12-01), Heather et al.
patent: 4325881 (1982-04-01), Heather et al.
Castro, et al JACS vol. 85, 1963 pp. 2768 to 2773.
Graber, et al Chemical Abstracts vol. 109, 1988 Abstract 38061c.
Barton et al. JACS 88(13) 1966 pp. 3016-3021.
Robinson et al. J. Org. Chem. 31, 1966 pp. 2749-2756.
Djerassi, Steroid Reactions, Holden Day Inc. San Francisco, 1963 pp. 249-251.
Levine, et al. JACS, vol. 81, 1959 pp. 2826-2829.
D. H. R. Barton, et al., "A synthesis of 11.beta.-Hydroxy-Steroids", 1964, Tetrahedron Letters 43:3151-3153.

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