GB922511A - Improvements in or relating to steroids - Google Patents
Improvements in or relating to steroidsInfo
- Publication number
- GB922511A GB922511A GB2493658A GB2493658A GB922511A GB 922511 A GB922511 A GB 922511A GB 2493658 A GB2493658 A GB 2493658A GB 2493658 A GB2493658 A GB 2493658A GB 922511 A GB922511 A GB 922511A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acyloxy
- androsten
- radicals
- enol ethers
- enol
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
-
- 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 enol ethers of 17b - acyloxy- D 4-androsten- 3-ones of the general formula <FORM:0922511/IV(a)/1> wherein R represents an aliphatic radical containing at least 4 carbon atoms or a cyclo-alkyl radical and Ac represents the acyl residue of an organic carboxylic acid, and the preparation thereof by reacting the 3-enol ethyl ether of 17b -acyloxy-D 4androsten-3-one (which may be prepared by reacting 17b -acyloxy- D 4-androsten- 3-one with ethyl orthoformate) with the required alcohol in the presence of an acid catalyst, e.g. an organic sulphonic acid such as p-toluene sulphonic acid. The process is referably carried out in an organic solvent which is subtantially non-polar such as benzene or a homologue thereof, cyclohexane, isooctane, tetrahydrofuran or dioxan, or a halogenated organic solvent-particularly ethylene bromide, chloroform or tetrachloroethane. In the examples the n-hexyl, n-heptyl, n-octyl, undecyl, isoamyl, cyclopentyl, cyclohexyl enol ethers of 17b -acyloxy-D 4-androsten-3-one are prepared. In the Provisional Specification, the definition of the R group also includes aralkyl and substituted aralkyl radicals such as the benzyl, and m- and p-nitrobenzyl radicals, and an example describes the preparation of enol ethers containing such radicals.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2493658A GB922511A (en) | 1958-08-01 | 1958-08-01 | Improvements in or relating to steroids |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2493658A GB922511A (en) | 1958-08-01 | 1958-08-01 | Improvements in or relating to steroids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB922511A true GB922511A (en) | 1963-04-03 |
Family
ID=10219621
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2493658A Expired GB922511A (en) | 1958-08-01 | 1958-08-01 | Improvements in or relating to steroids |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB922511A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4272445A (en) * | 1977-05-25 | 1981-06-09 | Beecham Group Limited | Process for preparing active compounds |
-
1958
- 1958-08-01 GB GB2493658A patent/GB922511A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4272445A (en) * | 1977-05-25 | 1981-06-09 | Beecham Group Limited | Process for preparing active compounds |
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