Process for the production of delta 4-C21-steroid compounds

Details Process for the production of delta 4-C21-steroid compounds Process for the production of delta 4-C21-steroid compounds

1982-08-13

1984-02-07

Roberts, Elbert L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2603973, 26039745, C07J 100

Patent

active

044302703

ABSTRACT:
C21-steroid compounds with a nitrogen function in the 20-position corresponding to general formula I below ##STR1## in which Y is hydrogen, a hydroxyl group or, together with the C-atom substituted by Y, represents a carbonyl group or may even be replaced by a 9(11)-ene bond and in which X is hydrogen, acyl, a carbonic acid ester residue or, together with the adjacent hydrogen atom on the nitrogen, represents a carbonyl group, may be obtained by converting the steroid-C20-carboxylic acid halides structurally analogous to the required reaction product into the corresponding carboxylic acid azide and either transforming the carboxylic acid azide thus formed into the C20-isocyanate through the elimination of nitrogen and, if desired, converting the C20-isocyanate thus obtained into the C20-carbamate and/or the C20-amine or directly transforming the carboxylic acid azide into the C20-amine. The compounds thus produced corresponding to general formula I, in which Y represents an oxygen function or in which the substituent Y is replaced by a 9(11)-ene bond, are new. The 20 amino compounds are readily converted to progesterone and other useful steroids.

REFERENCES:
patent: 4252730 (1981-02-01), Krbechek
patent: 4252731 (1981-02-01), Krbechek
patent: 4252732 (1981-02-01), Krbechek

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