GB872316A - Improvements in or relating to steroids - Google Patents

Improvements in or relating to steroids

Info

Publication number
GB872316A
GB872316A GB30861/58A GB3086158A GB872316A GB 872316 A GB872316 A GB 872316A GB 30861/58 A GB30861/58 A GB 30861/58A GB 3086158 A GB3086158 A GB 3086158A GB 872316 A GB872316 A GB 872316A
Authority
GB
United Kingdom
Prior art keywords
methyl
general formula
compounds
spirostan
acetoxy
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
GB30861/58A
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.)
GD Searle LLC
Original Assignee
GD Searle LLC
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 GD Searle LLC filed Critical GD Searle LLC
Publication of GB872316A publication Critical patent/GB872316A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • 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 steroid compounds of the general formulae <FORM:0872316/IV (b)/1> <FORM:0872316/IV (b)/2> and <FORM:0872316/IV (b)/3> wherein R is hydrogen or an acyl radical derived from an aliphatic hydrocarbon carboxylic acid containing less than 7 carbon atoms and R1 is an alkyl radical containing less than 7 carbon atoms, and a process for the preparation of compounds of the second general formula by reacting a compound of the first general formula above with the required alkyl magnesium halide, and a process for the preparation of 3b -acetoxy-6-methyl-5,16-pregnadien-20-one by reacting 3b -acetoxy - 5a ,6a - epoxy - 22a - spirostan with methyl magnesium halide in an aromatic hydrocarbon solvent and then heating the resulting 3b ,5a -dihydroxy - 6b - methyl - 22a - spirostan with acetic anhydride to form 3b -acetoxy-5a -hydroxy-6-methyl-22a -spirostan and then 3b ,26-diacetoxy-6-methyl-5,20(22)-furostadiene and finally treating with chromic acid (this type of process may be used to prepare any of the compounds of the third general formula above using the required 3b -acyloxy-6-alkyl-5,16-pregnadien-20-one as the starting compound). The compounds of the first general formula may be prepared by treating the required sapogenin substituted in the 3-position by the acyloxy group with an organic peroxy acid such as peroxyacetic, peroxyphthalic and peroxybenzoic acids. Detailed examples are given. Specification 872,315 is referred to.
GB30861/58A 1957-09-27 1958-09-26 Improvements in or relating to steroids Expired GB872316A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US872316XA 1957-09-27 1957-09-27

Publications (1)

Publication Number Publication Date
GB872316A true GB872316A (en) 1961-07-05

Family

ID=22203907

Family Applications (1)

Application Number Title Priority Date Filing Date
GB30861/58A Expired GB872316A (en) 1957-09-27 1958-09-26 Improvements in or relating to steroids

Country Status (1)

Country Link
GB (1) GB872316A (en)

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