GB943951A - New steroid compounds, and processes for their preparation - Google Patents
New steroid compounds, and processes for their preparationInfo
- Publication number
- GB943951A GB943951A GB4418260A GB4418260A GB943951A GB 943951 A GB943951 A GB 943951A GB 4418260 A GB4418260 A GB 4418260A GB 4418260 A GB4418260 A GB 4418260A GB 943951 A GB943951 A GB 943951A
- Authority
- GB
- United Kingdom
- Prior art keywords
- trione
- hydroxy
- pregn
- ene
- subjecting
- 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
- 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)
- Steroid Compounds (AREA)
Abstract
The invention comprises 17b -hydroxy-18-nor-pregn-4-ene-3, 11, 20-trione derivatives and its 21-esters having the formula: <FORM:0943951/C2/1> where R is hydrogen or an acyl radical derived from an organic carboxylic acid having 1-7 carbon atoms and processes for the preparation thereof either by subjecting 17b -hydroxy-18-nor-pregn-4-en-3, 11, 20-trione to the action of the diastases secreted by an active culture of Colletotrichum lindemuthianum so as to introduce a hydroxyl group at the 21-position which may be optionally esterified, or by subjecting 17b -hydroxy-18-nor-pregn-4-ene-3, 11, 20-trione to halogenation, followed by acyloxylation of the resultant 17b -hydroxy-21-halogeno-18-nor-pregn-4-ene-3, 11, 20-trione which may be optionally saponified. Halogenation may be effected with iodine in the presence of calcium oxide and acyloxylation with an alkali metal acetate in the presence of acetic acid. The starting 17b -hydroxy-18-nor-pregna-3 11, 20-trione may be obtained by ketalising 18-nor-pregn-16-ene-3, 11, 20-trione at 3-position, subjecting the product to epoxidation to form the corresponding 16, 17-ozonide, treating the product with hydrobromic acid to obtain a 16-bromo-17-hydroxy compound, subjecting the product to catalytic reduction to form 17b -hydroxy-18-nor-pregna-3, 11, 20-trione which is then dehydrogenated to obtain the desired 17b -hydroxy-18-nor-pregn-4-ene-3, 11, 20-trione. Dehydrogenation may be effected by bromination to form a 4-bromo compound followed by dehydrobromination. Specifications 943,953, 943,954 and 943,955 are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR814117A FR1359613A (en) | 1959-12-24 | 1959-12-24 | New cortisone derivatives and method of preparation |
Publications (1)
Publication Number | Publication Date |
---|---|
GB943951A true GB943951A (en) | 1963-12-11 |
Family
ID=8723043
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4503262A Expired GB943954A (en) | 1959-12-24 | 1960-12-22 | New steroid compounds, and processes for their preparation |
GB4418260A Expired GB943951A (en) | 1959-12-24 | 1960-12-22 | New steroid compounds, and processes for their preparation |
GB4503362A Expired GB943955A (en) | 1959-12-24 | 1960-12-22 | A new steroid compound and processes for its preparation |
GB4503162A Expired GB943953A (en) | 1959-12-24 | 1960-12-22 | Novel steroid compounds and processes for the preparation thereof |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4503262A Expired GB943954A (en) | 1959-12-24 | 1960-12-22 | New steroid compounds, and processes for their preparation |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4503362A Expired GB943955A (en) | 1959-12-24 | 1960-12-22 | A new steroid compound and processes for its preparation |
GB4503162A Expired GB943953A (en) | 1959-12-24 | 1960-12-22 | Novel steroid compounds and processes for the preparation thereof |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH411860A (en) |
FR (1) | FR1359613A (en) |
GB (4) | GB943954A (en) |
-
1959
- 1959-12-24 FR FR814117A patent/FR1359613A/en not_active Expired
-
1960
- 1960-12-22 GB GB4503262A patent/GB943954A/en not_active Expired
- 1960-12-22 GB GB4418260A patent/GB943951A/en not_active Expired
- 1960-12-22 GB GB4503362A patent/GB943955A/en not_active Expired
- 1960-12-22 GB GB4503162A patent/GB943953A/en not_active Expired
- 1960-12-22 CH CH1440660A patent/CH411860A/en unknown
Also Published As
Publication number | Publication date |
---|---|
GB943955A (en) | 1963-12-11 |
FR1359613A (en) | 1964-04-30 |
GB943953A (en) | 1963-12-11 |
CH411860A (en) | 1966-04-30 |
GB943954A (en) | 1963-12-11 |
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