GB933868A - Process for fluorinating steroids - Google Patents
Process for fluorinating steroidsInfo
- Publication number
- GB933868A GB933868A GB2319361A GB2319361A GB933868A GB 933868 A GB933868 A GB 933868A GB 2319361 A GB2319361 A GB 2319361A GB 2319361 A GB2319361 A GB 2319361A GB 933868 A GB933868 A GB 933868A
- Authority
- GB
- United Kingdom
- Prior art keywords
- steroid
- reacting
- following general
- group
- general configuration
- 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
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
-
- 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
- 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)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Steroid Compounds (AREA)
Abstract
The invention comprises 2-fluoro-progesterone, 2,21-difluoroprogesterone, 21,21-di-fluoroprogesterone, 2,9a -difluoro-11b ,21-di-hydroxy- 16a , 17a -isopropylidenedioxyprogesterone, and a process for preparing a steroid having the following general configuration in its structure:- <FORM:0933868/IV(a)/1> wherein F is a fluorine atom attached to a carbon atom of the steroid molecule 'a ' to a carbonyl function at position 3, 17 or 20 characterised by reacting the salt formed from a steroid having the following general configuration in its structure: <FORM:0933868/IV(a)/2> wherein R is a hydrogen, carbalkoxy, carboxy, or an OH radical, and wherein the <FORM:0933868/IV(a)/3> group is attached to a carbon of the steroid molecule 'a ' to a carbonyl function at position 3, 17, or 20, with perchloryl fluoride and then hydrolysing the product formed in the presence of an alkaline reagent, and wherein any group on the reacting steroid which is sensitive to the reagents used under the reaction conditions is suitably protected. By this process at least one fluorine is introduced into the 2, 4, 16 and/or 21-positions of the steroid.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US77859558A | 1958-12-08 | 1958-12-08 | |
| US82563959A | 1959-07-08 | 1959-07-08 | |
| US83585659A | 1959-08-25 | 1959-08-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB933868A true GB933868A (en) | 1963-08-14 |
Family
ID=27419743
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4166359A Expired GB933867A (en) | 1958-12-08 | 1959-12-08 | Fluorinated steroids |
| GB2319361A Expired GB933868A (en) | 1958-12-08 | 1959-12-08 | Process for fluorinating steroids |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4166359A Expired GB933867A (en) | 1958-12-08 | 1959-12-08 | Fluorinated steroids |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE585432A (en) |
| ES (1) | ES254059A1 (en) |
| GB (2) | GB933867A (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX3864E (en) * | 1975-05-27 | 1981-08-26 | Syntex Corp | A PROCESS TO PREPARE THE CRYSTALLINE COMPOUND 6-FLUIRO-11B 21-DIHIROXI-16 17-ISOPROPILIDENDIOXIPREGNA-1 4-DIEN-3 20-DIONA |
| WO1994025478A1 (en) * | 1993-04-29 | 1994-11-10 | Instytut Farmaceutyczny | 16α,17α-ACETAL GLUCOCORTICOSTEROIDAL DERIVATIVES |
| WO2005028495A1 (en) * | 2003-09-24 | 2005-03-31 | Glaxo Group Limited | Anti-inflammatory glucocorticoids |
| BRPI0611567A2 (en) * | 2005-06-14 | 2016-11-16 | Gilead Sciences Inc | pharmaceutically acceptable compound and / or salts thereof, process for compound synthesis, and aerosol formulation, and use of at least one phenylphosphate mutual prodrug |
| JP2010540612A (en) | 2007-10-04 | 2010-12-24 | アストラゼネカ・アクチエボラーグ | Steroid [3,2-C] pyrazole compounds having glucocorticoid activity |
| MX2010009022A (en) * | 2008-02-27 | 2010-09-07 | Astrazeneca Ab | 16 alpha, 17 alpa-acetal glucocorticosteroidal derivatives and their use. |
| UY32520A (en) | 2009-04-03 | 2010-10-29 | Astrazeneca Ab | COMPOUNDS THAT HAVE AGONIST ACTIVITY OF THE GLUCOCORTICOESTEROID RECEPTOR |
| BR112018074922B1 (en) | 2016-06-02 | 2022-10-25 | Abbvie Inc | GLUCOCORTICOID RECEPTOR AGONIST COMPOUNDS, PHARMACEUTICAL COMPOSITION COMPRISING SUCH COMPOUNDS AND THERAPEUTIC USE THEREOF |
| AU2018374634A1 (en) | 2017-12-01 | 2020-05-28 | Abbvie Inc. | Glucocorticoid receptor agonist and immunoconjugates thereof |
-
1959
- 1959-12-08 BE BE585432A patent/BE585432A/en unknown
- 1959-12-08 GB GB4166359A patent/GB933867A/en not_active Expired
- 1959-12-08 GB GB2319361A patent/GB933868A/en not_active Expired
- 1959-12-09 ES ES0254059A patent/ES254059A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES254059A1 (en) | 1960-05-01 |
| BE585432A (en) | 1960-06-08 |
| GB933867A (en) | 1963-08-14 |
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