GB886964A - Improvements in or relating to steroids and the manufacture thereof - Google Patents

Improvements in or relating to steroids and the manufacture thereof

Info

Publication number
GB886964A
GB886964A GB25814/61A GB2581461A GB886964A GB 886964 A GB886964 A GB 886964A GB 25814/61 A GB25814/61 A GB 25814/61A GB 2581461 A GB2581461 A GB 2581461A GB 886964 A GB886964 A GB 886964A
Authority
GB
United Kingdom
Prior art keywords
acylate
hydroxyprogesterone
oxido
dione
alkylene
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
GB25814/61A
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 GB886964A publication Critical patent/GB886964A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J21/00Normal steroids containing carbon, hydrogen, halogen or oxygen having an oxygen-containing hetero ring spiro-condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J5/00Normal 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J75/00Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises a 5,6-oxido-17a -hydroxypregnane-3,20-dione 17-acylate 3-alkylene ketal wherein the acyl group is of a hydrocarbon carboxylic acid containing 1-12 carbon atoms and wherein the alkylene radical contains not more than 8 carbon atoms, and the attaching oxygen to carbon bonds are separated by a chain of at least 2 and not more than 3 carbon atoms, the corresponding 19-nonpregnane compounds, a compound of the formula <FORM:0886964/IV (b)/1> wherein R11 is hydrogen and Ac is the acyl group defined above, a compound of the formula <FORM:0886964/IV (b)/2> wherein R is the alkylene radical defined above and Ac is the acyl radical defined above and processes for the preparation thereof by treating a 17a -hydroxyprogesterone I with an anhydride or halide of an organic carboxylic acid to obtain the corresponding enol acylate of 17a -hydroxyprogesterone 17-acylate which is hydrolysed to give 17a -hydroxyprogesterone-17-acylate II, treating II with an alkane diol to obtain 17a -hydroxyprogesterone 17a -acylate 3-alkylene ketal III, and treating III with a peracid to obtain 5a ,6a -oxido-17a -hydroxy-pregnane-3,20-dione 17-acylate, 3-alkylene ketal IV. The 19-norpregnane compounds are similarly converted. Examples describe the preparations of 5a ,6a -oxido-17-hydroxypregnane-3,20-dione 17-acetate, 5a ,6a -oxido - 17a - hydroxy - 19 - norpregnane - 3, 20 - dione 17-acetate 3-ethylene ketal. Specification 848,881 also is referred to.
GB25814/61A 1957-11-29 1958-11-25 Improvements in or relating to steroids and the manufacture thereof Expired GB886964A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US886964XA 1957-11-29 1957-11-29

Publications (1)

Publication Number Publication Date
GB886964A true GB886964A (en) 1962-01-10

Family

ID=22212898

Family Applications (1)

Application Number Title Priority Date Filing Date
GB25814/61A Expired GB886964A (en) 1957-11-29 1958-11-25 Improvements in or relating to steroids and the manufacture thereof

Country Status (1)

Country Link
GB (1) GB886964A (en)

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