GB934710A - New steroid compounds and processes for their production and conversion into substituted corticosteroids - Google Patents

New steroid compounds and processes for their production and conversion into substituted corticosteroids

Info

Publication number
GB934710A
GB934710A GB1911361A GB1911361A GB934710A GB 934710 A GB934710 A GB 934710A GB 1911361 A GB1911361 A GB 1911361A GB 1911361 A GB1911361 A GB 1911361A GB 934710 A GB934710 A GB 934710A
Authority
GB
United Kingdom
Prior art keywords
methylpregna
dione
conversion
processes
trione
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
GB1911361A
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB934710A publication Critical patent/GB934710A/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
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Genetics & Genomics (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises: (a) 17a -hydroxy-16a -methylpregnane-3,11,20-trione; (b) 17a -hydroxy-16a -methylpregna- 1,4-diene-3,11,20-trione; (c) 11b ,17a -dihydroxy-16a -methylpregna-1,4-diene-3,20-dione; (d) the preparation of these compounds by oxidizing 3a ,17a -dihydroxy-16a -methylpregnane-11,20-dione to form (a), and, if desired, introducing double bonds at the 1- and 4-positions (e.g. by bromination and dehydrobromination) to form (b), and further, if desired, protecting the 3- and 20-keto groups (e.g. by formation of the 3,20-disemicarbazone), reducing the 11-keto group, and reliberating the 3- and 20-keto groups to form (c); (e) the combination of the process or processes of (d) with the preparation of the starting material by reacting 3a -acetoxypregn- 16-ene- 11,20-dione with methyl magnesium iodide, forming the 17,20-epoxy derivative and saponifying this so as to introduce a 17-hydroxy substituent and deacylate the acetoxy group; and (f) the conversion of compound (c) to 9a -fluoro-11b , 17a ,21- trihydroxy- 16a -methylpregna- 1,4-diene-3,20-dione or 9a -fluoro-11b ,17a -dihydroxy- 16a -methylpregna- 1,4-dine- 3,11, 20-trione by the appropriate steps of the process of Specification 934,701. Specifications 807,203, 832,244 and 934,711 also are referred to.
GB1911361A 1958-12-16 1959-12-08 New steroid compounds and processes for their production and conversion into substituted corticosteroids Expired GB934710A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR781777A FR1274397A (en) 1958-12-16 1958-12-16 Process for the preparation of 9alpha-fluoro 16alpha-methyl delta1, 4-pregnadienes derivatives

Publications (1)

Publication Number Publication Date
GB934710A true GB934710A (en) 1963-08-21

Family

ID=8709309

Family Applications (3)

Application Number Title Priority Date Filing Date
GB1911461A Expired GB934711A (en) 1958-12-16 1959-12-08 New steroid compounds and processes for their preparation and conversion into substituted corticosteroids
GB4169059A Expired GB934701A (en) 1958-12-16 1959-12-08 Improvements in or relating to processes for the production of substituted corticosteroids
GB1911361A Expired GB934710A (en) 1958-12-16 1959-12-08 New steroid compounds and processes for their production and conversion into substituted corticosteroids

Family Applications Before (2)

Application Number Title Priority Date Filing Date
GB1911461A Expired GB934711A (en) 1958-12-16 1959-12-08 New steroid compounds and processes for their preparation and conversion into substituted corticosteroids
GB4169059A Expired GB934701A (en) 1958-12-16 1959-12-08 Improvements in or relating to processes for the production of substituted corticosteroids

Country Status (5)

Country Link
BE (1) BE585694A (en)
CH (2) CH401962A (en)
ES (1) ES254144A1 (en)
FR (1) FR1274397A (en)
GB (3) GB934711A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2059050A1 (en) * 1969-12-13 1972-04-06 Ivan Villax Process for the preparation of 16ss-methyl-9alpha-fluoro-steroids

Also Published As

Publication number Publication date
CH415621A (en) 1966-06-30
BE585694A (en) 1960-06-15
FR1274397A (en) 1961-10-27
CH401962A (en) 1965-11-15
ES254144A1 (en) 1960-02-16
GB934711A (en) 1963-08-21
GB934701A (en) 1963-08-21

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