GB999225A - Process for the reductive splitting of an oxido ring in keto-steroids and compounds obtained thereby - Google Patents

Process for the reductive splitting of an oxido ring in keto-steroids and compounds obtained thereby

Info

Publication number
GB999225A
GB999225A GB47697/63A GB4769763A GB999225A GB 999225 A GB999225 A GB 999225A GB 47697/63 A GB47697/63 A GB 47697/63A GB 4769763 A GB4769763 A GB 4769763A GB 999225 A GB999225 A GB 999225A
Authority
GB
United Kingdom
Prior art keywords
keto
androstanes
hydrogen atom
oxido
radical
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
GB47697/63A
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.)
Merck KGaA
Original Assignee
E Merck AG
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 E Merck AG filed Critical E Merck AG
Publication of GB999225A publication Critical patent/GB999225A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J1/00Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J7/00Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • 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 androstanes of the formula <FORM:0999225/C2/1> wherein R represents a hydrogen atom or an acyl radical, R1 represents a hydrogen atom or an alkyl or cycloalkyl radical of up to 6 carbon atoms or an acyl radical, R2 represents a hydrogen atom or a hydroxyl radical, R3 represents a hydrogen or fluorine atom and R4 represents a hydrogen atom or an alkyl, alkenyl, or alkynyl radical of up to 3 carbon atoms, and a process for the preparation of 1a -hydroxy-3-keto-androstanes by the reductive splitting of the oxido ring in 1a ,2a -oxido-3-keto-androstenes by an alkali or alkaline-earth metal in liquid ammonia or in a primary or secondary amine. The process may be carried out in the presence of alcohols or other inert solvents, suitably between - 100 DEG and 100 DEG C. Compounds containing free hydroxy groups may be esterified or etherified. 1a ,2a - Oxido - 3 - keto - androstanes may be prepared from the corresponding D 1-steroids by treatment with a per-acid. Therapeutic compositions with anabolic, androgenic and antioestrogenic properties, which may take the form of tablets, dragees, ointments, creams, solutions; suspensions and emulsions for enteral, topical and parenteral application; comprise androstanes of the formula I and suitable carriers.
GB47697/63A 1962-12-06 1963-12-03 Process for the reductive splitting of an oxido ring in keto-steroids and compounds obtained thereby Expired GB999225A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEM55036A DE1233865B (en) 1962-12-06 1962-12-06 Process for the reductive splitting of an oxido ring into ketosteroids and subsequent conversion of the hydroxyketones obtained

Publications (1)

Publication Number Publication Date
GB999225A true GB999225A (en) 1965-07-21

Family

ID=7308183

Family Applications (1)

Application Number Title Priority Date Filing Date
GB47697/63A Expired GB999225A (en) 1962-12-06 1963-12-03 Process for the reductive splitting of an oxido ring in keto-steroids and compounds obtained thereby

Country Status (7)

Country Link
BR (1) BR6355173D0 (en)
CH (1) CH473110A (en)
DE (1) DE1233865B (en)
DK (1) DK107609C (en)
FR (1) FR3214M (en)
GB (1) GB999225A (en)
SE (1) SE310882B (en)

Also Published As

Publication number Publication date
FR3214M (en) 1965-03-29
BR6355173D0 (en) 1973-08-14
CH473110A (en) 1969-05-31
SE310882B (en) 1969-05-19
DE1233865B (en) 1967-02-09
DK107609C (en) 1967-06-19

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