Acting At 17-position Patents (Class 435/55)
Hydroxylating at 17-position (Class 435/56)
  • Process for preparing 9.alpha.-OH BN alcohol
    Patent number: 4214052
    Abstract: Valuable steroid intermediates, 9.alpha.-hydroxyandrost-4-ene-17.beta.-ol-3-one (9.alpha.-OH testosterone), 9.alpha.-hydroxy-3-ketobisnorchol-4-en-22-ol (9.alpha.-OH BN alcohol) and 9.alpha.-hydroxy-3-ketobisnorchol-4-en-22-oic methyl ester (9.alpha.-OH BN acid methyl ester), prepared by microbiological conversion of steroids having 17-alkyl side chains of 8 to 10 carbons.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: July 22, 1980
    Assignee: The Upjohn Company
    Inventors: Merle G. Wovcha, Frederick J. Antosz, John M. Beaton, Alfred B. Garcia, Leo A. Kominek
  • Process for the preparation of 21-hydroxy-20-methylpregnane derivatives
    Patent number: 4212940
    Abstract: In a process for preparing 21-hydroxy-20-methylpregnane derivatives by fermenting a zoosterol or a phytosterol with a culture of Mycobacterium spec. NRRL B-3683 or NRRL B-3805 or a variant or mutant thereof,an improvement comprises conducting the fermentation at a pH value of 6.0-8.0 in the presence of an amount of borate ions or an organic boron compound effective to increase the yield of the 21-hydroxy-20-methylpregnane derivatives produced.
    Type: Grant
    Filed: December 19, 1978
    Date of Patent: July 15, 1980
    Assignee: Schering Aktiengesellschaft
    Inventors: Alfred Weber, Mario Kennecke, Rudolf Muller
  • Microbiological degradation of sterol side chains to a 17-keto group
    Patent number: 4179336
    Abstract: The side chains of sterols are degraded by fermentation with microorganisms capable of doing so in an improved manner by employing in such fermentations sterol derivatives of the formula ##STR1## wherein n is 1 or 2; R.sub.1 is H or lower alkyl, R.sub.2 is alkyl, whose chain optionally is interrupted by an oxygen atom, or when n is 2, also a hydrogen atom; and R.sub.3 is a sterol side chain.
    Type: Grant
    Filed: July 6, 1977
    Date of Patent: December 18, 1979
    Assignee: Schering Aktiengellschaft
    Inventors: Alfred Weber, Mario Kennecke, Helmut Dahl
  • Composition of matter and process
    Patent number: 4175006
    Abstract: Valuable steroid intermediates, 9.alpha.-hydroxyandrost-4-ene-17.beta.-ol-3-one (9.alpha.--OH testosterone), 9.alpha.-hydroxy-3-ketobisnorchol-4-en-22-ol (9.alpha.--OH BN alcohol) and 9.alpha.---hydroxy-3-ketobisnorchol-4-en-22-oic methyl ester (9.alpha.--OH BN acid methyl ester), prepared by microbiological conversion of steroids having 17-alkyl side chains of 8 to 10 carbons.
    Type: Grant
    Filed: October 21, 1977
    Date of Patent: November 20, 1979
    Assignee: The Upjohn Company
    Inventors: Merle G. Wovcha, Frederick J. Antosz, John M. Beaton, Alfred B. Garcia, Leo A. Kominek
  • Microbiological conversion of sterol derivatives to 5-androsten-17-one derivatives and their use
    Patent number: 4170518
    Abstract: Sterol derivatives of the formula ##STR1## wherein R.sub.1 is a hydrogen atom and R.sub.2 is lower alkoxy, or R.sub.1 and R.sub.2 collectively are lower alkylenedioxy and R.sub.3 is a sterol hydrocarbon side chain are converted to the corresponding androsten-17-ones by the oxidative degradation activity of a species of microorganism which degrades sterol side chains, preferably of the genus Mycobacterium. The ether group of those compounds wherein R.sub.1 is a hydrogen atom and R.sub.2 is lower alkoxy, and the corresponding 17.beta.-hydroxy and 17.alpha.-hydrocarbon-17.beta.-hydroxy compounds is cleaved by reaction with an alkanoic acid chloride or anhydride in the presence of a Lewis acid.
    Type: Grant
    Filed: July 30, 1976
    Date of Patent: October 9, 1979
    Assignee: Schering Aktiengesellschaft
    Inventors: Alfred Weber, Mario Kennecke, Alfred Popper, Rudolf Muller, Ulrich Eder, Gregor Haffer, Gerhard Sauer, Gunter Neef, Rudolf Wiechert