GB738445A - Steroid alkali-metal enolates - Google Patents

Steroid alkali-metal enolates

Info

Publication number
GB738445A
GB738445A GB22038/53A GB2203853A GB738445A GB 738445 A GB738445 A GB 738445A GB 22038/53 A GB22038/53 A GB 22038/53A GB 2203853 A GB2203853 A GB 2203853A GB 738445 A GB738445 A GB 738445A
Authority
GB
United Kingdom
Prior art keywords
progesterone
sodium
enolate
ethoxyoxalyl
methoxyoxalyl
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
GB22038/53A
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.)
Pharmacia and Upjohn Co
Original Assignee
Upjohn Co
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 Upjohn Co filed Critical Upjohn Co
Publication of GB738445A publication Critical patent/GB738445A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
    • 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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises a 21-alkoxyoxalylprogesterone, the corresponding alkali-metal enolate, the corresponding D 16 compounds, and their preparation by treating progesterone or 16-dehydroprogesterone, with an alkali metal base and an alkyl diester of oxalic acid, e.g. dimethyl or diethyl oxalate. The reaction may be effected between room temperature and the boiling point of the reaction mixture. As alkali metal base there may be used sodium methoxide, sodium ethoxide, sodium amide in benzene, sodium propoxide or potassium in t-butyl alcohol. Examples disclose the production of the sodium enolate of 21-methoxyoxalyl-, 21 - ethoxyoxalyl - and 21 - isopropoxyoxalyl - progesterone, the potassium enolate of 21 - ethoxyoxalyl - progesterone, the sodium enolate of 21 - methoxyoxalyl -, 21 - ethoxyoxalyl - and 21 - propoxyoxalyl - 16 - dehydroprogesterone, and the potassium enolate of 21-methoxyoxalyl - and 21 - ethoxyoxalyl - 16-dehydroprogesterone. Other compounds are mentioned. The conversion of the 21-glyoxalic ester of progesterone to 21-acetoxy progesterone is described. Specification 518,571 is referred to.
GB22038/53A 1952-08-21 1953-08-10 Steroid alkali-metal enolates Expired GB738445A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US738445XA 1952-08-21 1952-08-21

Publications (1)

Publication Number Publication Date
GB738445A true GB738445A (en) 1955-10-12

Family

ID=22116138

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22038/53A Expired GB738445A (en) 1952-08-21 1953-08-10 Steroid alkali-metal enolates

Country Status (1)

Country Link
GB (1) GB738445A (en)

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