Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1974-07-12
1976-06-01
Love, Ethel G.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
2603971, 260999, C07J 700
Patent
active
039608425
ABSTRACT:
20-Cyano-17.alpha.-H steroids having as the 17-position substituent the group ##EQU1## wherein R is H, alkyl of 1-8 carbon atoms or benzyl, having a 13-methyl or 13-ethyl group and which are unsubstituted or substituted with an .alpha.-methyl group in the 16-position are converted to the corresponding 20-keto steroids by reaction in an aprotic solvent with a deprotonating agent containing an alkali metal, an alkaline earth metal, copper(I) or thallium(I), and optionally additionally with a copper(I) salt or a thallium(I) salt or a silver(I) salt, and thereafter conducting an oxidative splitting reaction with oxygen. The thus-produced 17.beta.-oxalyl steroids possess pharmacological activity, e.g., anti-inflammatory activity, or are useful as intermediates for the production of pharmacologically active steroids.
REFERENCES:
patent: 3824260 (1974-07-01), Laurent et al.
patent: 3833563 (1974-09-01), Laurent et al.
patent: 3875194 (1975-04-01), Laurent et al.
Bertin et al., Bull. Soc. Chim. France, pp. 1555-1560 (1962).
Lewbart et al., Journ. Org. Chem., pp. 2559-2566 (1964).
Lewbart et al., Journ. Org. Chem. pp. 1779-1786 (1963).
Eder Ulrich
Haffer Gregor
Laurent Henry
Ruppert Jurgen
Sauer Gerhard
Love Ethel G.
Schering Aktiengesellschaft
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