FR2476094A1 - Procede electrochimique de deshydrogenation d'ethers de 3,5-enols steroides en conditions basiques pour donner des 4,6-dienones - Google Patents

Procede electrochimique de deshydrogenation d'ethers de 3,5-enols steroides en conditions basiques pour donner des 4,6-dienones Download PDF

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Publication number
FR2476094A1
FR2476094A1 FR8103366A FR8103366A FR2476094A1 FR 2476094 A1 FR2476094 A1 FR 2476094A1 FR 8103366 A FR8103366 A FR 8103366A FR 8103366 A FR8103366 A FR 8103366A FR 2476094 A1 FR2476094 A1 FR 2476094A1
Authority
FR
France
Prior art keywords
dichloro
steroid
dehydrogenation
give
ethers
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.)
Granted
Application number
FR8103366A
Other languages
English (en)
French (fr)
Other versions
FR2476094B1 (https=
Inventor
James Richard Behling
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.)
GD Searle LLC
Original Assignee
GD Searle LLC
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 GD Searle LLC filed Critical GD Searle LLC
Publication of FR2476094A1 publication Critical patent/FR2476094A1/fr
Application granted granted Critical
Publication of FR2476094B1 publication Critical patent/FR2476094B1/fr
Granted legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C07J7/0005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21
    • C07J7/001—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group
    • C07J7/004—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa
    • C07J7/0045—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa not substituted in position 16
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J21/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having an oxygen-containing hetero ring spiro-condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J21/001—Lactones
    • C07J21/003—Lactones at position 17
    • C—CHEMISTRY; METALLURGY
    • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B3/00—Electrolytic production of organic compounds
    • C25B3/01—Products
    • C25B3/05—Heterocyclic compounds
    • C—CHEMISTRY; METALLURGY
    • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B3/00—Electrolytic production of organic compounds
    • C25B3/01—Products
    • C25B3/07—Oxygen containing compounds
    • C—CHEMISTRY; METALLURGY
    • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B3/00—Electrolytic production of organic compounds
    • C25B3/20—Processes
    • C25B3/23—Oxidation

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Electrochemistry (AREA)
  • Materials Engineering (AREA)
  • Metallurgy (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
FR8103366A 1980-02-20 1981-02-20 Procede electrochimique de deshydrogenation d'ethers de 3,5-enols steroides en conditions basiques pour donner des 4,6-dienones Granted FR2476094A1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US06/122,938 US4270994A (en) 1980-02-20 1980-02-20 Electrochemical dehydrogenation of steroidal Δ3,5 enol ethers under basic conditions to provide steroidal Δ4,6 dienones

Publications (2)

Publication Number Publication Date
FR2476094A1 true FR2476094A1 (fr) 1981-08-21
FR2476094B1 FR2476094B1 (https=) 1983-07-29

Family

ID=22405765

Family Applications (1)

Application Number Title Priority Date Filing Date
FR8103366A Granted FR2476094A1 (fr) 1980-02-20 1981-02-20 Procede electrochimique de deshydrogenation d'ethers de 3,5-enols steroides en conditions basiques pour donner des 4,6-dienones

Country Status (7)

Country Link
US (1) US4270994A (https=)
JP (1) JPS56135499A (https=)
AU (1) AU6745681A (https=)
CA (1) CA1181717A (https=)
DE (1) DE3106162A1 (https=)
FR (1) FR2476094A1 (https=)
GB (1) GB2070017B (https=)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5531908A (en) * 1993-08-20 1996-07-02 Suntory Limited Germ-free liquid dispenser
US5981744A (en) 1995-12-11 1999-11-09 G. D. Searle And Co. Processes for preparation of 9,11-epoxy steroids and intermediates useful therein
PT944644E (pt) 1996-12-11 2003-02-28 Searle & Co Processos para a preparacao de esteroides 9,11-epoxi e intermediarios uteis para esse efeito
US6887991B1 (en) * 1996-12-11 2005-05-03 G. D. Searle & Company Processes for preparation of 9, 11-epoxy steroids and intermediates useful therein
AU2003220251A1 (en) * 2002-03-22 2003-10-13 Pharmacia Corporation C-17 spirolactonization and 6,7 oxidation of steroids
US7235655B2 (en) * 2002-03-22 2007-06-26 Pharmacia & Upjohn Company Processes to prepare eplerenone
CL2004000574A1 (es) * 2003-03-21 2005-02-11 Pharmacia Corp Sa Organizada B Proceso para preparar un compuesto 17-espirolactona o la sal de lactona abierta por carbonilacion del correspondiente 17-alquenil o alquinil derivado, los intermediarios que se usan y su proceso de obtencion.
EP3922759A1 (en) * 2020-06-11 2021-12-15 Minakem Process of alpha,beta-desaturation of compounds containing a carbonyl moiety
CN114622228B (zh) * 2022-02-22 2024-04-26 浙江工业大学 一种电催化氧化制取甾体激素类羰基中间体的方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1205093B (de) * 1961-08-08 1965-11-18 Syntex Sa Verfahren zur Herstellung von 3-Keto-A4,6-steroiden der Androstan- oder Pregnanreihe
DD134769A1 (de) * 1978-01-20 1979-03-21 Helmut Kasch Verfahren zur herstellung von 3-oxo-oestra-4,9,11-trienen

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3485829A (en) * 1967-04-10 1969-12-23 Syntex Corp Cyclobutano- and cyclobuteno-(3',4':6,7) derivatives of the androstane and 19-nor-androstane series
US3491090A (en) * 1967-04-10 1970-01-20 Syntex Corp Cyclobutano- and cyclobuteno - (3',4':6,7) derivatives of the corticoid series
GB1360904A (en) * 1972-01-19 1974-07-24 Ici Ltd Oxidation of aromatic compounds
DD125838A1 (https=) * 1974-06-28 1977-05-25

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1205093B (de) * 1961-08-08 1965-11-18 Syntex Sa Verfahren zur Herstellung von 3-Keto-A4,6-steroiden der Androstan- oder Pregnanreihe
DD134769A1 (de) * 1978-01-20 1979-03-21 Helmut Kasch Verfahren zur herstellung von 3-oxo-oestra-4,9,11-trienen

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CA1980 *

Also Published As

Publication number Publication date
AU6745681A (en) 1981-08-27
JPS56135499A (en) 1981-10-22
US4270994A (en) 1981-06-02
FR2476094B1 (https=) 1983-07-29
CA1181717A (en) 1985-01-29
GB2070017A (en) 1981-09-03
DE3106162A1 (de) 1981-12-17
GB2070017B (en) 1984-11-07

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