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

1994-06-01

1996-03-26

Kestler, Kimberly J.

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

Organic compounds

Cyclopentanohydrophenanthrene ring system containing

552596, C07J 500, C07J 700, C07J 7500

Patent

active

055022227

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. Cl.sub.2 and imidazole, or PPh.sub.3 and CCl.sub.4. The disclosed process selectively forms .increment..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-.increment..sup.9,11 steroids.

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Wuts, et al., Syn. Comm., 23 (No. 15) 2199-221 (1993).
Rausser, et al., J. Org. Chem., 31, (No. 1) 26-31 (1966).
Ayer, Tetr. Lett., (No. 23) 1065-1069 (1962).
Oliveto, et al., J. Amer. Chem. Soc., 80, (No. 16) 4431 (1958).

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