GB976215A - Improvements in or relating to steroids - Google Patents
Improvements in or relating to steroidsInfo
- Publication number
- GB976215A GB976215A GB1001362A GB1001362A GB976215A GB 976215 A GB976215 A GB 976215A GB 1001362 A GB1001362 A GB 1001362A GB 1001362 A GB1001362 A GB 1001362A GB 976215 A GB976215 A GB 976215A
- Authority
- GB
- United Kingdom
- Prior art keywords
- halo
- compounds
- acetoxy
- carboxy
- treating
- 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 compounds of the general formulae <FORM:0976215/C1/1> and <FORM:0976215/C1/2> wherein X is a halogen atom and Z is a hydrogen atom or a hydroxy or an alkoxy radical containing less than seven carbon atoms. These compounds are obtained by treating 18,20-epoxy-20-hydroxypregn-4-en-3-one or 18,20-epoxypregna-4, 20-dien-3-one with H2O2 to obtain 18, 20-epoxy pregn-4-en-3-one 20-hydroperoxide, treating said hydroperoxide with methanesulphonyl chloride to obtain 18-acetoxy-17a -chloroandrost-4-en-3-one, treating said chloro compound with lithium chloride, lithium bromide or lithium iodide to obtain respectively the 17a -and 17b -isomers of 18-acetoxy-17-chloro-, -bromo- or -iodo-androst-4-en-3-one. Reaction of the 17-chloro compound with silver fluoride gives the corresponding 17-fluoro compound. Hydrolysis of the 18-acetoxy-17-halo-androst-4-en-3-ones results in the corresponding 17-halo-18-hydroxy compounds which may be oxidized to obtain the corresponding oxo derivative e.g. 17a -halo-18-oxoandrost-4-en-3-one or 13b -carboxy-17a -halo-10b -methylgon-4-en-3-one. The 13b -carboxy-17a -halo compounds on treatment with alkali give the corresponding 13b -carboxy-17b -hydroxy lactone.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1001362A GB976215A (en) | 1962-03-15 | 1962-03-15 | Improvements in or relating to steroids |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1001362A GB976215A (en) | 1962-03-15 | 1962-03-15 | Improvements in or relating to steroids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB976215A true GB976215A (en) | 1964-11-25 |
Family
ID=9959797
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1001362A Expired GB976215A (en) | 1962-03-15 | 1962-03-15 | Improvements in or relating to steroids |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB976215A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0783512A1 (en) * | 1994-09-29 | 1997-07-16 | Pherin Corporation | Novel androstanes for inducing hypothalamic effects |
-
1962
- 1962-03-15 GB GB1001362A patent/GB976215A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0783512A1 (en) * | 1994-09-29 | 1997-07-16 | Pherin Corporation | Novel androstanes for inducing hypothalamic effects |
| EP0783512A4 (en) * | 1994-09-29 | 1998-09-02 | Pherin Corp | Novel androstanes for inducing hypothalamic effects |
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