GB1308849A - Process for the preparation of 6alpha-methyl-19-nor-pregnenes - Google Patents
Process for the preparation of 6alpha-methyl-19-nor-pregnenesInfo
- Publication number
- GB1308849A GB1308849A GB4669771A GB4669771A GB1308849A GB 1308849 A GB1308849 A GB 1308849A GB 4669771 A GB4669771 A GB 4669771A GB 4669771 A GB4669771 A GB 4669771A GB 1308849 A GB1308849 A GB 1308849A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- ethylenedioxy
- steroids
- pregnenes
- 6alpha
- 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
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- -1 enol esters Chemical class 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical compound O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
Landscapes
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Steroid Compounds (AREA)
Abstract
1308849 6α - Methyl - 19 - nor - steroids CIBA-GEIGY AG 7 Oct 1971 [7 Oct 1970] 46697/71 Heading C2U 6α-Methyl-steroids of the formula (wherein R 1 is H or CH 3 and R 2 is an aliphatic hydrocarbon radical) are prepared by converting 6#-methyl steroids of the formula (wherein R 3 is -OH or -O.CO.R 2 ) or their mixtures with the 6α-epimers into #<SP>3,5</SP>-3-enol esters, the esterifying agent being derived from the acid R 2 .COOH when R 3 is OH, and then hydrolysing the enol esters with a base at a temperature at or below 30‹ C. 3,20 - Dioxo - 6# - methyl - 17α - hydroxy - #<SP>4</SP>- 19-nor-pregnene is prepared from 3#,5α,17α-trihydroxy - 6# - methyl - 20,20 - ethylenedioxy- 19 - nor-pregnano via 3 - oxo - 5α,17α - dihydroxy - 6# - methyl - 20,20 - ethylenedioxy - 19- nor - pregnane and 3 - oxo - 6# - methyl - 17α- hydroxy-20,20-ethylenedioxy-#<SP>4</SP>-19-nor-pregnene.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1486570A CH538462A (en) | 1970-10-07 | 1970-10-07 | A new process for the production of 6a-methyl-19-nor-pregnenen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1308849A true GB1308849A (en) | 1973-03-07 |
Family
ID=4404422
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4669771A Expired GB1308849A (en) | 1970-10-07 | 1971-10-07 | Process for the preparation of 6alpha-methyl-19-nor-pregnenes |
Country Status (10)
| Country | Link |
|---|---|
| AT (1) | AT310960B (en) |
| AU (1) | AU455685B2 (en) |
| BE (1) | BE773550A (en) |
| CA (1) | CA953708A (en) |
| CH (1) | CH538462A (en) |
| DE (1) | DE2148261A1 (en) |
| DK (1) | DK127977B (en) |
| FR (1) | FR2111097A5 (en) |
| GB (1) | GB1308849A (en) |
| ZA (1) | ZA716504B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008151746A3 (en) * | 2007-06-12 | 2009-03-12 | Bayer Schering Pharma Ag | 17β-CYANO-19-NOR-ANDROST-4-ENE DERIVATIVE, USE THEREOF AND MEDICAMENTS CONTAINING SAID DERIVATIVE |
| CN106810585A (en) * | 2016-12-03 | 2017-06-09 | 丽江映华生物药业有限公司 | The synthetic method of the diketone of 6 α methyl, 17 α acetoxyl groups, 19 norpregna, 4 alkene 3,20 |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5795884A (en) * | 1991-07-18 | 1998-08-18 | Laboratoire Theramex Sa | 3-keto-nor-pregnenes substituted in the 6-position and treatment of menopause |
| EP0785212A1 (en) * | 1996-01-22 | 1997-07-23 | Laboratoire Theramex | New 19-nor-pregnene derivatives |
| EP0785211A1 (en) * | 1996-01-22 | 1997-07-23 | Laboratoire Theramex | New substituted 19-nor-pregnane derivatives |
-
1970
- 1970-10-07 CH CH1486570A patent/CH538462A/en not_active IP Right Cessation
-
1971
- 1971-09-28 ZA ZA716504A patent/ZA716504B/en unknown
- 1971-09-28 DE DE19712148261 patent/DE2148261A1/en active Pending
- 1971-10-04 CA CA124,291A patent/CA953708A/en not_active Expired
- 1971-10-05 AU AU34163/71A patent/AU455685B2/en not_active Expired
- 1971-10-06 DK DK485671A patent/DK127977B/en unknown
- 1971-10-06 BE BE773550A patent/BE773550A/en unknown
- 1971-10-06 AT AT863471A patent/AT310960B/en not_active IP Right Cessation
- 1971-10-07 FR FR7136095A patent/FR2111097A5/fr not_active Expired
- 1971-10-07 GB GB4669771A patent/GB1308849A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008151746A3 (en) * | 2007-06-12 | 2009-03-12 | Bayer Schering Pharma Ag | 17β-CYANO-19-NOR-ANDROST-4-ENE DERIVATIVE, USE THEREOF AND MEDICAMENTS CONTAINING SAID DERIVATIVE |
| US8207150B2 (en) | 2007-06-12 | 2012-06-26 | Bayer Pharma AG | 17β-cyano-19-nor-androst-4-ene derivative, its use and medicaments comprising the derivative |
| CN106810585A (en) * | 2016-12-03 | 2017-06-09 | 丽江映华生物药业有限公司 | The synthetic method of the diketone of 6 α methyl, 17 α acetoxyl groups, 19 norpregna, 4 alkene 3,20 |
Also Published As
| Publication number | Publication date |
|---|---|
| AT310960B (en) | 1973-10-25 |
| DK127977B (en) | 1974-02-11 |
| AU455685B2 (en) | 1974-11-21 |
| BE773550A (en) | 1972-04-06 |
| CA953708A (en) | 1974-08-27 |
| ZA716504B (en) | 1972-06-28 |
| CH538462A (en) | 1973-06-30 |
| AU3416371A (en) | 1973-04-12 |
| FR2111097A5 (en) | 1972-06-02 |
| DE2148261A1 (en) | 1972-04-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| 49S | Specification amended (sect. 9/1949) | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |