GB750834A - Cyclopentanophenanthrene derivatives and a process for preparation of same - Google Patents
Cyclopentanophenanthrene derivatives and a process for preparation of sameInfo
- Publication number
- GB750834A GB750834A GB3243/54A GB324354A GB750834A GB 750834 A GB750834 A GB 750834A GB 3243/54 A GB3243/54 A GB 3243/54A GB 324354 A GB324354 A GB 324354A GB 750834 A GB750834 A GB 750834A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- androstan
- androsten
- bromo
- preparation
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises 2-bromo-17a -methyl - androstan - 17b - ol - 3 - one and 17a -methyl - D 1 - androsten - 17b - ol - 3 - one, together with a process for their preparation from 17a - methyl - androstan - 17b - ol - 3 - one by treatment with approximately one molar equivalent of bromine to form the 2-bromo derivative, and thereafter dehydrobrominating (preferably using a tertiary organic amine) to yield the D 1-androsten. In examples (1) 17a -methyl - androstan - 17b - ol - 3 - one in glacial acetic acid containing a trace of hydrogen bromide is treated with one mol. of bromine in acetic acid, the product poured into water and the precipitate purified from methanol, yielding 2 - bromo - 17a - methyl - androstan - 17b - ol-3 - one. (2) The product of (1) is refluxed in collidine, poured into cooled, dilute sulphuric acid and the precipitate extracted with ether yielding 17a - methyl - D 1 - androsten - 17b - ol-3-one after purification by chromatography.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
MX750834X | 1953-02-11 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB750834A true GB750834A (en) | 1956-06-20 |
Family
ID=19743001
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3243/54A Expired GB750834A (en) | 1953-02-11 | 1954-02-03 | Cyclopentanophenanthrene derivatives and a process for preparation of same |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB750834A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3007947A (en) * | 1959-12-29 | 1961-11-07 | Searle & Co | 17beta-hydroxyestr-1-en-3-ones and derivatives thereof |
US3453296A (en) * | 1963-05-06 | 1969-07-01 | Ciba Geigy Corp | Delta**1-7alpha-methyl-androstenes |
-
1954
- 1954-02-03 GB GB3243/54A patent/GB750834A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3007947A (en) * | 1959-12-29 | 1961-11-07 | Searle & Co | 17beta-hydroxyestr-1-en-3-ones and derivatives thereof |
US3453296A (en) * | 1963-05-06 | 1969-07-01 | Ciba Geigy Corp | Delta**1-7alpha-methyl-androstenes |
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