公开(公告)号：US3843686A

公开(公告)日：1974-10-22

申请号：US26736472

申请日：1972-06-29

Applicant: ROUSSEL UCLAF

Inventor： WARNANT J ,  JOLLY J ,  JOLY R

IPC: A41B1/00 ,  A41B3/00 ,  C07J1/00 ,  C07J7/00 ,  C07J41/00 ,  C07J73/00 ,  C07J75/00 ,  C07D13/00

CPC classification number: C07J73/00 ,  C07J1/00 ,  C07J7/00 ,  C07J41/00 ,  C07J75/00

Abstract: WHEREIN R represents a member selected from the group consisting of hydrogen and the acyl of an organic carboxylic acid having from one to 18 carbon atoms, R'' represents an alkyl having from one to four carbon atoms, Riv 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 3ketal-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-diketal17 Alpha -Riv-4,5-seco-gonane-17 Beta -ol, cyclizing the resultant 17 Alpha -Riv-4,5-seco-gonane-17 Beta -ol-3,5-dione and recovering said Delta 4-gonenic steroid. The novel intermediates are also part of the invention. The Delta 4-gonenic steroids are known compounds having steroidal properties.

A process for the production of a Delta 4-gonenic steroid having the formula