GB765888A - Selective reduction of ketosteroids with yeast - Google Patents

Selective reduction of ketosteroids with yeast

Info

Publication number
GB765888A
GB765888A GB25510/54A GB2551054A GB765888A GB 765888 A GB765888 A GB 765888A GB 25510/54 A GB25510/54 A GB 25510/54A GB 2551054 A GB2551054 A GB 2551054A GB 765888 A GB765888 A GB 765888A
Authority
GB
United Kingdom
Prior art keywords
allopregnan
dione
pregnan
hydroxy
diol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB25510/54A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Pfizer Italia SRL
Original Assignee
Farmaceutici Italia SpA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Farmaceutici Italia SpA filed Critical Farmaceutici Italia SpA
Publication of GB765888A publication Critical patent/GB765888A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P33/00—Preparation of steroids
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P33/00—Preparation of steroids
    • C12P33/06—Hydroxylating

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

The invention comprises allopregnan-3a -ol-11,20-dione and a process for the preparation of 3 - hydroxy - substituted cyclopentanophenanthrene compounds other than pregnan-3b ,11a -diol - 20 - one by reacting pregnan - or allopregnan-3,20-dione derivatives having a ketonic or hydroxy group at the 11-position other than pregnan - 11a - ol - 3,20 - dione with fermenting yeast; the said derivatives must not contain a double bond in the 4,5-position, a dihydroxyacetonic group at the 17-position, hydroxy groups in positions 17 and 21, or an esterified 11-hydroxy group. A 3a -hydroxy group is formed in the presence of an 11-keto group and a 3b -hydroxy group is formed in the presence of an 11a - or 11b -hydroxy group. The process is preferably carried out by suspending yeast in an aqueous solution of sugar, and adding the compound to be reduced, for example, dissolved in an organic solvent miscible with water, e.g. ethanol. In the examples: pregnan-3a -ol-11,20-dione is prepared from pregnan-3,11,20-trione and is converted to pregnan-3a -acetoxy-11,20-dione; allopregnan - 3b ,11a - diol - 20 - one from allopregnan - 3,20 - dione - 11a - ol and is converted into the corresponding diacetate; allopregnan - 3a - ol - 11,20 - dione is prepared from allopregnan-3,11,20-trione; and allopregnan - 3b ,11b - diol - 20 - one is prepared from allopregnan - 3,20 - dione - 11b - ol and is converted to allopregnan-3b ,11b -diol-20-one 3-acetate. Starting compound. Allopregnan-11b -ol-3,20-dione is prepared by the hydrogenation of 11b -hydroxy-progesterone in the presence of palladium.
GB25510/54A 1953-09-04 1954-09-02 Selective reduction of ketosteroids with yeast Expired GB765888A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT765888X 1953-09-04
IT1171907X 1953-09-04

Publications (1)

Publication Number Publication Date
GB765888A true GB765888A (en) 1957-01-16

Family

ID=34913711

Family Applications (1)

Application Number Title Priority Date Filing Date
GB25510/54A Expired GB765888A (en) 1953-09-04 1954-09-02 Selective reduction of ketosteroids with yeast

Country Status (1)

Country Link
GB (1) GB765888A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3048606A (en) * 1957-07-05 1962-08-07 Ciba Geigy Corp New 11-alkylated steroids and process for preparing same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3048606A (en) * 1957-07-05 1962-08-07 Ciba Geigy Corp New 11-alkylated steroids and process for preparing same

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