GB892078A - New steroid compounds and processes for their preparation - Google Patents

New steroid compounds and processes for their preparation

Info

Publication number
GB892078A
GB892078A GB22797/60A GB2279760A GB892078A GB 892078 A GB892078 A GB 892078A GB 22797/60 A GB22797/60 A GB 22797/60A GB 2279760 A GB2279760 A GB 2279760A GB 892078 A GB892078 A GB 892078A
Authority
GB
United Kingdom
Prior art keywords
pregnan
oac
orientated
formula
preparation
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
GB22797/60A
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.)
Laboratoires Francais de Chimiotherapie SA
Original Assignee
Laboratoires Francais de Chimiotherapie 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 Laboratoires Francais de Chimiotherapie SA filed Critical Laboratoires Francais de Chimiotherapie SA
Publication of GB892078A publication Critical patent/GB892078A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal 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
    • 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)
  • Steroid Compounds (AREA)

Abstract

The invention comprises a compound having the formula <FORM:0892078/IV (b)/1> in which R1 is = O, = H(OH), or = H(OAc), the -OH or -OAc groups being a -orientated, and R2 and R3, which may be the same or different, are -H or -Ac, where -Ac represents an acyl residue derived from an aliphatic carboxylic acid having not more than 6 carbon atoms and a process for the preparation thereof, which includes the steps of treating an 18,20b -epoxy-5b -pregnan-11-one having the formula <FORM:0892078/IV (b)/2> (in which R4 is =O or =H(OAc), where OAc is and a -orientated acyloxy radical derived from an aliphatic carboxylic acid having from 1 to 6 carbon atoms) with zinc chloride in solution in acetic anhydride, and after isolation of the product thus obtained reacting the same with an alkali to yield an 18,20-dioxygenated 5b -pregnan-11-one having the formula <FORM:0892078/IV (b)/3> where R4 is =O or =H(OH), the OH group in the latter case being a -orientated. Illustrative products of the invention are 3a ,18,20b -trihydroxy - 5b - pregnan - 11 - one, 3a ,18,20b - triacetoxy - 5b - pregnan - 11 - one, 18,20b - dihydroxy - 5b - pregna - 3,11 - dione and 18,20b -diacetoxy-5b -pregna-3,11-dione.
GB22797/60A 1959-06-29 1960-06-29 New steroid compounds and processes for their preparation Expired GB892078A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR892078X 1959-06-29

Publications (1)

Publication Number Publication Date
GB892078A true GB892078A (en) 1962-03-21

Family

ID=9389415

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22797/60A Expired GB892078A (en) 1959-06-29 1960-06-29 New steroid compounds and processes for their preparation

Country Status (1)

Country Link
GB (1) GB892078A (en)

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