Process for preparing .DELTA.9,11 and 21-chloro corticosteroids

Details Process for preparing .DELTA.9,11 and 21-chloro corticosteroids Process for preparing .DELTA.9,11 and 21-chloro corticosteroids

1995-05-22

1997-04-01

Prior, Kimberly J.

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

Organic compounds

Cyclopentanohydrophenanthrene ring system containing

552596, C07J 7500

Patent

active

056167423

ABSTRACT:
Described is a process for the regioselective dehydration of 11-hydroxy steroids using PCl.sub.5, PCl.sub.3, POCl.sub.3 or either SO.sub.2 Cl.sub.2 and imidazole, or PPh.sub.3 and CCl.sub.4. The disclosed process selectively forms .DELTA..sup.9,11 steroids from either 11-.alpha.- or 11-.beta.-hydroxy steroids, and can also be used for the one-step conversion of 11,21-dihydroxy steroids to 21-chloro-.DELTA..sup.9,11 steroids.
Also disclosed are processes for the regioselective conversion of 11-.beta.-chloro steroids to .DELTA..sup.9,11 steroids, and for regioselectively converting an 11,17,21-trihydroxy streoid to a 21-chloro-11,17-dihydroxy steroid.

REFERENCES:
patent: 3284477 (1966-11-01), Rausser et al.
patent: 3947409 (1976-03-01), Hirschmann
Wuts, et al., Syn. Comm., 23 (No. 15) 2199-2211 (1993).

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