Process for producing an .alpha.-acyloxy-.alpha., .beta.-unsatur

Details Process for producing an .alpha.-acyloxy-.alpha., .beta.-unsatur Process for producing an .alpha.-acyloxy-.alpha., .beta.-unsatur

1991-08-01

1992-12-08

Cintins, Marianne M.

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

Organic compounds

Cyclopentanohydrophenanthrene ring system containing

552588, 552601, C07J 500, C07J 700

Patent

active

051699664

ABSTRACT:
There are disclosed a process for producing an .alpha.-acyloxy-.alpha.,.beta.-unsaturated carbonyl compound represented by the general formula (VI): ##STR1## wherein R.sub.1, R.sub.2 and R.sub.4 are independently hydrogen atoms or substituted or unsubstituted hydrocarbon residues, or R.sub.1, R.sub.2 and R.sub.4, when taken together with one another in an optional combination, form a ring, R.sub.3 is a substituted or unsubstituted hydrocarbon residue, and indicates that the configuration may be either E-configuration or Z-configuration, in particular, a 20-acyloxy-17(20)-methylen-21-al-steroid represented by the partial structural formula (II): ##STR2##

REFERENCES:
patent: 3255218 (1966-06-01), Herzog
patent: 3842105 (1974-10-01), Hofmeister
patent: 4216159 (1980-08-01), Hessler et al.
patent: 4530795 (1985-07-01), Huber
Watanabe, et al., "A Process for Producing 20-Acyloxy-17(20)-Methexene-21-Oxosteroid Compounds as Intermediates for Corticoid Drugs", Chemical Abstracts, 111:23793k (1989).
Mattox, Vernon, "Steroids Derived from Bile Acids, XV, the Formation of Glyoxal Side Chain at C-17 from Steroids with Dkhydroxyacetone and .DELTA..sup.16 -Ketol Side Chains", J. Am. Chem. Soc., 74, 4340+ (1951).
Mattox, JACS 74, 1951 pp. 4340-4347.

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