Process for the production of steroidal c-17 spirolactones

Steroids of the Formula (I) are prepared by reaction of steroids of the Formula (II) with a compound MCH2COOM (M is an alkali metal cation) with subsequent hydrolysis and acidification <FORM:1079840/C2/1> <FORM:1079840/C2/2> (Z is carbonyl, A is a double bond and B a single bond, or Z is...

Full description

Saved in:
Bibliographic Details
Main Author CREGER PAUL L
Format Patent
LanguageEnglish
Published 26.11.1968
Subjects
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
STEROIDS
Online AccessGet full text

Cover

More Information
Summary:Steroids of the Formula (I) are prepared by reaction of steroids of the Formula (II) with a compound MCH2COOM (M is an alkali metal cation) with subsequent hydrolysis and acidification <FORM:1079840/C2/1> <FORM:1079840/C2/2> (Z is carbonyl, A is a double bond and B a single bond, or Z is beta-hydroxymethylene, A is a single bond and B a double bond; W is hydroxy and Y is a single bond, or W is the group NR,R2 and Y is a double bond; NR1R2 is dialkylamino, pyrrolidino, piperidino or morpholino). Steroids of the Formula (II) are prepared (1) when W is hydroxy, by reacting an ester of 3b -hydroxyandrost-5-en-17-one with the compound (CH3)S = CH2; and (2) when W is NR1R2, by converting 172b ,20-epoxy-17a -methylandrost - 5 - en - 3b - ol to 17b ,20 - epoxy-17a - methylandrost-4-en-3-one and then converting this to the enamine.
Bibliography:Application Number: US19650470250