GB854672A - Preparation of 12ª‡-halo-16ª‡,17ª‡,21-trihydroxy-4-pregnene-3,11,20-triones and 16ª‡,21-acyl esters thereof - Google Patents

Preparation of 12ª‡-halo-16ª‡,17ª‡,21-trihydroxy-4-pregnene-3,11,20-triones and 16ª‡,21-acyl esters thereof

Info

Publication number
GB854672A
GB854672A GB16457/58A GB1645758A GB854672A GB 854672 A GB854672 A GB 854672A GB 16457/58 A GB16457/58 A GB 16457/58A GB 1645758 A GB1645758 A GB 1645758A GB 854672 A GB854672 A GB 854672A
Authority
GB
United Kingdom
Prior art keywords
compounds
carbon atoms
alkanoyl
general formula
hydrogen
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
GB16457/58A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid 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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB854672A publication Critical patent/GB854672A/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)
  • Steroid Compounds (AREA)

Abstract

The invention comprises steroid compounds of the general formula: <FORM:0854672/IV(b)/1> wherein X represents a halogen atom, R represents an alkanoyl radical containing up to 6 carbon atoms and R1 represents hydrogen, or R and R1 both represent hydrogen atoms or alkanoyl radicals containing up to 6 carbon atoms by reacting steroid compounds of the general formula: <FORM:0854672/IV(b)/2> wherein R has the above significance, with a mild oxidising agent in the presence of water and an organic solvent such as osmic acid or a dilute solution of potassium permanganate to form compounds in which R is the alkanoyl radical and R1 is hydrogen, and if desired hydrolysing these compounds or acylating these compounds to form compounds in which R and R1 both represent hydrogen or the alkanoyl radicals respectively. In the examples the following compounds are prepared:-16a , 17a , 21-trihydroxy-12a -bromo-4-pregnene-3, 11, 20-trione and the corresponding 21-acetoxy and 16a , 21-diacetoxy compounds.ALSO:Pharmaceutical preparations, such as capsules, pills, tablets, solutions, for injection, ointments and salves, comprise a diluent and a steroid compound of the general formula: <FORM:0854672/VI/1> wherein X represents a halogen atom, R represents an alkanoyl radical containing up to 6 carbon atoms and R1 represents hydrogen, or both R and R1 represent hydrogen atoms or alkanoyl radicals containing up to 6 carbon atoms.
GB16457/58A 1957-06-21 1958-05-22 Preparation of 12ª‡-halo-16ª‡,17ª‡,21-trihydroxy-4-pregnene-3,11,20-triones and 16ª‡,21-acyl esters thereof Expired GB854672A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US854672XA 1957-06-21 1957-06-21

Publications (1)

Publication Number Publication Date
GB854672A true GB854672A (en) 1960-11-23

Family

ID=22191802

Family Applications (1)

Application Number Title Priority Date Filing Date
GB16457/58A Expired GB854672A (en) 1957-06-21 1958-05-22 Preparation of 12ª‡-halo-16ª‡,17ª‡,21-trihydroxy-4-pregnene-3,11,20-triones and 16ª‡,21-acyl esters thereof

Country Status (1)

Country Link
GB (1) GB854672A (en)

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