GB693990A - Improvements in or relating to methods of preparing cyclopentanophenanthrene derivatives - Google Patents

Improvements in or relating to methods of preparing cyclopentanophenanthrene derivatives

Info

Publication number
GB693990A
GB693990A GB30914/50A GB3091450A GB693990A GB 693990 A GB693990 A GB 693990A GB 30914/50 A GB30914/50 A GB 30914/50A GB 3091450 A GB3091450 A GB 3091450A GB 693990 A GB693990 A GB 693990A
Authority
GB
United Kingdom
Prior art keywords
hydroxy
groups
bromo
reacting
compounds
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
GB30914/50A
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.)
Syntex SA
Original Assignee
Syntex 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 Syntex SA filed Critical Syntex SA
Publication of GB693990A publication Critical patent/GB693990A/en
Expired legal-status Critical Current

Links

Classifications

    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

17a - Hydroxy - 20 - oxo - 21 - acyloxyallopregnane compounds are manufactured by reacting a 21 - halogen - 17a - hydroxy - 20 - oxoallopregnane compound with an alkali metal salt of a fatty acid containing fewer than 6 carbon atoms in the molecule, in an inert organic solvent for the starting material. The starting materials may be otherwise unsubstituted or may contain further substituents, e.g. hydroxy, etherified hydroxy, acyloxy or keto groups or corresponding thio groups, especially keto or a -or b -hydroxy groups, or groups convertible thereto, in the 3-position. Preferably a 21-bromo or 21-iodo compound is heated with sodium or potassium acetate or propionate in an aliphatic ketone in which the two aliphatic groups attached to the carbonyl group each contain fewer than 6 carbon atoms (e.g. acetone). Examples describe the preparation of 3b -acetoxy - 17a : 21 - dihydroxy - and 3b : 21 - diacetoxy - 17 - a - hydroxyallopregnan - 20 - one, and 17a - hydroxy - 21 - acetoxyallopregnane - 3 : 20 - dione. Specification 685,331 is referred to. 21 - Bromo - and 21 - iodo - 17a - hydroxy - 20-oxoallopregnanes are obtainable by brominating the corresponding allopregnane compounds, and, if desired, reacting the resulting 21-bromo-derivative with an alkali metal iodide, e.g. sodium iodide.
GB30914/50A 1950-01-23 1950-12-19 Improvements in or relating to methods of preparing cyclopentanophenanthrene derivatives Expired GB693990A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US693990XA 1950-01-23 1950-01-23

Publications (1)

Publication Number Publication Date
GB693990A true GB693990A (en) 1953-07-08

Family

ID=22088735

Family Applications (1)

Application Number Title Priority Date Filing Date
GB30914/50A Expired GB693990A (en) 1950-01-23 1950-12-19 Improvements in or relating to methods of preparing cyclopentanophenanthrene derivatives

Country Status (1)

Country Link
GB (1) GB693990A (en)

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