GB847890A - New compounds of the oestrane series and process for the preparation thereof - Google Patents
New compounds of the oestrane series and process for the preparation thereofInfo
- Publication number
- GB847890A GB847890A GB23847/58A GB2384758A GB847890A GB 847890 A GB847890 A GB 847890A GB 23847/58 A GB23847/58 A GB 23847/58A GB 2384758 A GB2384758 A GB 2384758A GB 847890 A GB847890 A GB 847890A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- hydroxy
- hydrogen
- keto
- compound
- 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
- 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 steroids of the formula: <FORM:0847890/IV(b)/1> (wherein R1 is hydrogen or methyl, R2 is H2, H(OH) or = O, R3 is a X (b Y) or = O, X being hydrogen or an alkyl radical of at most 6 carbon atoms and Y a hydroxyl group or an acyloxy group derived from a carboxylic acid containing at most 12 carbon atoms, R4 is b H (a Y) or = O and R5 is hydrogen or halogen) and the preparation thereof by treating a steroid of the formula: <FORM:0847890/IV(b)/2> (wherein R1, R2, R4 and R5 have the above meanings and R3 is a keto group, a b -hydroxy group or a b -acyloxy group as defined above) with hydrochloric acid in the presence of a solvent, e.g. an ether or a halogenated hydrocarbon, and then treating the saturated 5-chloro compound obtained with a basically reacting dehydrohalogenating agent, after which, if desired the \se5(10)-17-keto-oestrene compound obtained directly or by oxidation of the corresponding 17-hydroxy compound is converted to the corresponding 17b -hydroxy-17a -alkyl compound by addition of a metallic derivative of a saturated hydrocarbon to the 17-keto group and/or is esterified at the 17b -hydroxy group, if desired. Dehydrohalogenating agents referred to are tertiary amines such as collidine and dimethyl aniline and metal hydroxides such as sodium, potassium and magnesium hydroxide. Examples are given and a list of ester forming acids is provided. Specification 811,961 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL847890X | 1957-08-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB847890A true GB847890A (en) | 1960-09-14 |
Family
ID=19845239
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB23847/58A Expired GB847890A (en) | 1957-08-06 | 1958-07-24 | New compounds of the oestrane series and process for the preparation thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB847890A (en) |
-
1958
- 1958-07-24 GB GB23847/58A patent/GB847890A/en not_active Expired
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