Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1975-01-20
1976-11-23
Roberts, Elbert L.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
26023955C, 26023957, C07J 1700
Patent
active
039936449
ABSTRACT:
A new method for converting 11.beta.,18; 18,20-bis-epoxy-pregn-20-enes to 11.beta.,18-epoxy-18,21-dihydroxy-20-oxo-pregnane compounds or functional derivatives thereof is described and claimed. It consists in treating said bis-epoxy compounds with a heavy metal acylate having an acyloxylating action, such as lead - (IV), cerium - (IV), mercury - (II) and thallium - (III) - acylates. Preferred agent is lead tetraacetate. The reaction is conducted in a solvent or suspending agent like benzene or its homologs or chlorinated paraffins, like methylene chloride, preferably at room temperature and optionally in the presence of an acid.
In the 21- acylates of 11.beta.,18-epoxy-18,21-dihydroxy-20-oxo-pregnane compounds thus obtained the 21-hydroxy group and any other protected functional groups can be set free in manner known.
The process is especially important for the manufacture of aldosterone or its derivatives.
REFERENCES:
patent: 3135773 (1964-06-01), Wettstein et al.
patent: 3178414 (1965-04-01), Meystre et al.
patent: 3264289 (1966-08-01), Schmidlin
Biollaz Michel
Schmidlin Julius
Ciba-Geigy Corporation
Groeger Theodore O.
Kolodny Joseph G.
Maitner John J.
Roberts Elbert L.
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