GB1193215A - Oxidation of the Diastereoisomers of Zearalanol - Google Patents
Oxidation of the Diastereoisomers of ZearalanolInfo
- Publication number
- GB1193215A GB1193215A GB4083668A GB4083668A GB1193215A GB 1193215 A GB1193215 A GB 1193215A GB 4083668 A GB4083668 A GB 4083668A GB 4083668 A GB4083668 A GB 4083668A GB 1193215 A GB1193215 A GB 1193215A
- Authority
- GB
- United Kingdom
- Prior art keywords
- zearalanol
- zearalanone
- solution
- low melting
- diastereoisomers
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,193,215. Zearalanone; zearalanol. COMMERCIAL SOLVENTS CORP. 27 Aug., 1968 [28 Aug., 1967; 15 Aug., 1968], No. 40836/68. Heading C2C. A method of preparing zearalanone, having the formula from zearalanol, having the formula which comprises: (a) slowly reacting chromic acid or the chromate of an alkali metal with an organic solution of zearalanol; (b) diluting the solution with sufficient water to separate the zearalanone from the solution as a precipitate; and (c) separating the precipitated zearalanone from the solution. The high melting diastereoisomer of zearalanol may be produced by dissolving a mixture of the high and low melting diastereoisomers of zearalanol in warm glacial acetic acid, cooling to precipitate the low melting isomer of zearalanol, and after separating the crystals, diluting the separated solution with water to precipitate the high melting isomer of zearalanol. The low melting diastereoisomer is then oxidized to zearalanone by the above process, and then reduced to give a mixture of the high melting and low melting diastereoisomers of zearalanol. The procedure is repeated whereby the low melting diastereoisomer is recycled to extinction.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US66349867A | 1967-08-28 | 1967-08-28 | |
| US75276168A | 1968-08-15 | 1968-08-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1193215A true GB1193215A (en) | 1970-05-28 |
Family
ID=27098763
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4083668A Expired GB1193215A (en) | 1967-08-28 | 1968-08-27 | Oxidation of the Diastereoisomers of Zearalanol |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE720042A (en) |
| CH (1) | CH500970A (en) |
| DE (1) | DE1793292B1 (en) |
| DK (1) | DK134021B (en) |
| FR (1) | FR1587685A (en) |
| GB (1) | GB1193215A (en) |
| NL (1) | NL6812221A (en) |
| NO (1) | NO122752B (en) |
| SE (1) | SE352630B (en) |
-
1968
- 1968-08-27 GB GB4083668A patent/GB1193215A/en not_active Expired
- 1968-08-27 DE DE19681793292 patent/DE1793292B1/en active Pending
- 1968-08-27 DK DK412668A patent/DK134021B/en not_active IP Right Cessation
- 1968-08-27 SE SE11511/68A patent/SE352630B/xx unknown
- 1968-08-28 CH CH1288468A patent/CH500970A/en not_active IP Right Cessation
- 1968-08-28 FR FR1587685D patent/FR1587685A/fr not_active Expired
- 1968-08-28 BE BE720042D patent/BE720042A/xx not_active IP Right Cessation
- 1968-08-28 NO NO335668A patent/NO122752B/no unknown
- 1968-08-28 NL NL6812221A patent/NL6812221A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK134021B (en) | 1976-08-30 |
| DE1793292B1 (en) | 1972-01-05 |
| BE720042A (en) | 1969-02-03 |
| CH500970A (en) | 1970-12-31 |
| DK134021C (en) | 1977-01-31 |
| NL6812221A (en) | 1969-03-04 |
| SE352630B (en) | 1973-01-08 |
| FR1587685A (en) | 1970-03-27 |
| NO122752B (en) | 1971-08-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PE20 | Patent expired after termination of 20 years |