GB763301A - Process for the reduction of í¸-3-keto-steroids to 5-ª -dihydro-steroids - Google Patents
Process for the reduction of í¸-3-keto-steroids to 5-ª -dihydro-steroidsInfo
- Publication number
- GB763301A GB763301A GB25511/54A GB2551154A GB763301A GB 763301 A GB763301 A GB 763301A GB 25511/54 A GB25511/54 A GB 25511/54A GB 2551154 A GB2551154 A GB 2551154A GB 763301 A GB763301 A GB 763301A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dione
- steroid
- triethylamine
- parts
- steroids
- 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
- C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
-
- 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
A process for the reduction of the 4 (5) double bond of a D 4-3-keto-steroid having a methylene group in the nucleus at the 11-position comprises catalytically hydrogenating said steroid in the presence of a palladium-carbon catalyst containing 5 per cent palladium and in the presence of triethylamine to form mixtures of the 5a - and 5b -isomers in which the 5b -isomer predominates. A suitable method of operation is to dissolve the steroid reactant in an inert organic solvent, e.g. ethanol, ether, ethyl acetate, methylcyclohexane or p-dioxane, the triethylamine and catalyst are then added, and hydrogenation is carried out at room temperature and pressure. Preferably from about 0.3 to 0.7 parts by weight of triethylamine and from about 1 to 3 parts of catalyst are used to 10 parts by weight of steroid reactant. The process may be applied to progesterone, desoxcorticosterone acetate, testosterone, D 4-androstene-3,17-dione and D 4-cholestene-3-one. In the example pregnane - and allopregnane - 3,20 - dione are prepared from D 4-pregnene-3,20-dione, and 21-acetoxy - pregnane - and 21 - acetoxy - allopregnane-3,20-dione are prepared from desoxycorticosterone acetate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT763301X | 1953-09-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB763301A true GB763301A (en) | 1956-12-12 |
Family
ID=11315950
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25511/54A Expired GB763301A (en) | 1953-09-05 | 1954-09-02 | Process for the reduction of í¸-3-keto-steroids to 5-ª -dihydro-steroids |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB763301A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7718792B2 (en) | 2002-10-28 | 2010-05-18 | Phytopharm Plc | Stereospecific reduction of sapogen-3-ones |
-
1954
- 1954-09-02 GB GB25511/54A patent/GB763301A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7718792B2 (en) | 2002-10-28 | 2010-05-18 | Phytopharm Plc | Stereospecific reduction of sapogen-3-ones |
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