GB1291036A - 7-methyl-7-hydroxy-steroids - Google Patents
7-methyl-7-hydroxy-steroidsInfo
- Publication number
- GB1291036A GB1291036A GB22046/71A GB2204671A GB1291036A GB 1291036 A GB1291036 A GB 1291036A GB 22046/71 A GB22046/71 A GB 22046/71A GB 2204671 A GB2204671 A GB 2204671A GB 1291036 A GB1291036 A GB 1291036A
- Authority
- GB
- United Kingdom
- Prior art keywords
- androst
- dimethyl
- yield
- triol
- ene
- 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
- 230000001590 oxidative effect Effects 0.000 abstract 2
- TVEXGJYMHHTVKP-UHFFFAOYSA-N 6-oxabicyclo[3.2.1]oct-3-en-7-one Chemical compound C1C2C(=O)OC1C=CC2 TVEXGJYMHHTVKP-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- -1 methyl magnesium halide Chemical class 0.000 abstract 1
- 230000011987 methylation Effects 0.000 abstract 1
- 238000007069 methylation reaction Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000003431 steroids Chemical class 0.000 abstract 1
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)
- Steroid Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1291036 7#,17# - Dihydroxy - 7α,17α-dimethylandrost-4-en-3-one UPJOHN CO 19 April 1971 [24 March 1970] 22046/71 Heading C2U The novel title steroid is prepared by oxidizing e.g. with an oxygenated hexavalent Cr compound, an androst-5-en-3#-ol-17-one 3-acylate to yield the corresponding 7-one, subjecting this to methylation at the 7- and 17-positions e.g. with a methyl magnesium halide, to yield a mixture of 7α,17α - dimethyl - androst - 5 - ene- 3#, 7#, 17#-triol and 7#, 17α-dimethyl-androst-5- ene-3#,7α,17#-triol and oxidizing this by the Oppenauer method to yield a minor proportion of the required product and a major proportion of 7,17α - dimethyl - 17# - hydroxyandrosta- 4,6-dien-3-one which are separated chromatographically.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2238270A | 1970-03-24 | 1970-03-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1291036A true GB1291036A (en) | 1972-09-27 |
Family
ID=21809307
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB22046/71A Expired GB1291036A (en) | 1970-03-24 | 1971-04-19 | 7-methyl-7-hydroxy-steroids |
| GB2791/72A Expired GB1291037A (en) | 1970-03-24 | 1971-04-19 | 7beta-METHYLSTEROIDS |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2791/72A Expired GB1291037A (en) | 1970-03-24 | 1971-04-19 | 7beta-METHYLSTEROIDS |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3654320A (en) |
| CH (1) | CH557335A (en) |
| FR (1) | FR2087823A5 (en) |
| GB (2) | GB1291036A (en) |
| NL (1) | NL7103624A (en) |
| SE (1) | SE369302B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995010527A1 (en) * | 1993-10-13 | 1995-04-20 | Neurocrine Biosciences, Inc. | 3,17-dihydroxy-3,7,16 and/or 17-methyl-androst-5-ene compounds, derivatives thereof, and their use |
| DE60045751D1 (en) * | 1999-09-30 | 2011-04-28 | Harbor Biosciences Inc | Therapeutic treatment of androgen receptor-related conditions |
-
1970
- 1970-03-24 US US22382A patent/US3654320A/en not_active Expired - Lifetime
-
1971
- 1971-03-09 CH CH344871A patent/CH557335A/en not_active IP Right Cessation
- 1971-03-18 NL NL7103624A patent/NL7103624A/xx unknown
- 1971-03-22 SE SE03670/71A patent/SE369302B/xx unknown
- 1971-03-23 FR FR7110229A patent/FR2087823A5/fr not_active Expired
- 1971-04-19 GB GB22046/71A patent/GB1291036A/en not_active Expired
- 1971-04-19 GB GB2791/72A patent/GB1291037A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH557335A (en) | 1974-12-31 |
| GB1291037A (en) | 1972-09-27 |
| US3654320A (en) | 1972-04-04 |
| FR2087823A5 (en) | 1971-12-31 |
| NL7103624A (en) | 1971-09-28 |
| SE369302B (en) | 1974-08-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |