The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Sep. 14, 1976

Filed:

Jul. 18, 1974
Applicant:
Inventors:

Julien Warnant, Neuilly-sur-Seine, FR;

Jean Jolly, Clichy-sous-Bois, FR;

Robert Joly, Montmorency, FR;

Assignee:

Roussel-UCLAF, Romainville, FR;

Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07C / ; C07C / ; C07C / ; C07C / ;
U.S. Cl.
CPC ...
2604 / ; 2602395 ; 2602 / ; 2603409 ; 2603475 ; 2603971 ; 2603973 ; 2603974 ; 260410 ; 2604 / ; 2604 / ; 2604 / ; 2604 / ; 260483 ; 2604 / ; 2605 / ; 2606 / ;
Abstract

A process for the production of a .DELTA..sup.4 -gonenic steroid having the formula ##SPC1## Wherein R represents a member selected from the group consisting of hydrogen and the acyl of an organic carboxylic acid having from 1 to 18 carbon atoms, R' represents an alkyl having from 1 to 4 carbon atoms, R.sup.iv represents a member selected from the group consisting of lower alkyl, lower alkenyl or lower alkynyl, and B represents a member selected from the group consisting of two hydrogens in the 9.alpha. and 10.beta. position and a double bond which comprises the steps of reacting a 3-ketal-4,5-seco-gonane-5-one with a ketalizing agent, oxidizing the resultant 3,5-diketal-4,5-seco-gonane-17.beta.-ol, reacting the resultant 3,5-diketal-4,5-seco-gonane-17-one with an organometallic compound, hydrolyzing the resultant 3,5-diketal-17.alpha.-R.sup.iv -4,5-seco-gonane-17.beta.-ol, cyclizing the resultant 17.alpha.-R.sup.iv -4,5-seco-gonane-17.beta.-ol-3,5-dione and recovering said .DELTA..sup.4 -gonenic steroid. The novel intermediates are also part of the invention. The .DELTA..sup.4 -gonenic steroids are known compounds having steroidal properties.


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