GB908976A - Process for the manufacture of í~-dehydrosteroids - Google Patents
Process for the manufacture of í~-dehydrosteroidsInfo
- Publication number
- GB908976A GB908976A GB2732160A GB2732160A GB908976A GB 908976 A GB908976 A GB 908976A GB 2732160 A GB2732160 A GB 2732160A GB 2732160 A GB2732160 A GB 2732160A GB 908976 A GB908976 A GB 908976A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pregnatriene
- prepared
- bacteria
- pregnatrienes
- dione
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 241000894006 Bacteria Species 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 241000186216 Corynebacterium Species 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- NUDKKGSOPWMRIK-LWKDCUQFSA-N (8R,9S,10S,13R)-17-ethenyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12-decahydro-1H-cyclopenta[a]phenanthrene Chemical class C=CC1=CC=C2[C@@H]3CCC4CCCC[C@]4(C)[C@H]3CC[C@]12C NUDKKGSOPWMRIK-LWKDCUQFSA-N 0.000 abstract 1
- YFJWHAXSXAHNIB-FFZBTMFNSA-N (8S,9S,10R,13S,14S)-17-(2-hydroxyethylidene)-10,13-dimethyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11-dione Chemical compound OCC=C1CC[C@H]2[C@@H]3CCC4=CC(CC[C@]4(C)[C@H]3C(C[C@]12C)=O)=O YFJWHAXSXAHNIB-FFZBTMFNSA-N 0.000 abstract 1
- HDIMANDQCNCOLN-FFZBTMFNSA-N (8S,9S,10R,13S,14S)-17-(2-hydroxyethylidene)-10,13-dimethyl-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthrene-3,11-dione Chemical compound O=C1C=C2CC[C@H]3[C@@H]4CCC(=CCO)[C@]4(CC([C@@H]3[C@]2(C=C1)C)=O)C HDIMANDQCNCOLN-FFZBTMFNSA-N 0.000 abstract 1
- FWJFHDLYFJUFFS-UQVNRYHBSA-N (8S,9S,10R,13S,14S)-17-ethylidene-10,13-dimethyl-3,6,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthrene Chemical class CC=C1CC[C@H]2[C@@H]3CCC4=CCC=C[C@]4(C)[C@H]3CC[C@]12C FWJFHDLYFJUFFS-UQVNRYHBSA-N 0.000 abstract 1
- ADVUWGLLXBPKHO-UQVNRYHBSA-N (8s,9s,10r,13s,14s)-17-ethylidene-10,13-dimethyl-1,2,3,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene Chemical class C1CC2=CCCC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CCC(=CC)[C@@]1(C)CC2 ADVUWGLLXBPKHO-UQVNRYHBSA-N 0.000 abstract 1
- 241000025946 Chaetoceros simplex Species 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 241000193386 Lysinibacillus sphaericus Species 0.000 abstract 1
- 241000158504 Rhodococcus hoagii Species 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P33/00—Preparation of steroids
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
D 1,4,17(20)-pregnatrienes of the general formula <FORM:0908976/IV (b)/1> wherein R represents a hydrogen atom or a methyl or ethyl group and X represents \s7 C=O or <FORM:0908976/IV (b)/2> are prepared by subjecting the corresponding 4,17(20)-pregnadienes to the action of bacteria of the genus Corynebacterium or of the species Bacillus sphaericus or of enzymes formed by these bacteria, under aerobic conditions. Suitable bacteria of the genus Corynebacterium are C. simplex and C. hoagii. The treatment may be carried out in the presence of methanol and/or b -phenylnaphthylamine. In the examples the following compounds are prepared:- D 1,4,17(20)-pregnatriene-11b ,21-diol-3-one, 6a - methyl - D 1,4,17(20)-pregnatriene-11b ,21-diol-3-one and D 1,4,17(20)-pregnatriene-21-ol-3,11-dione. The pregnatrienes of the above general formula may be converted into the corresponding 21-acetates. D 4,17(20)-pregnadien-21-ol-3,11-dione is prepared by oxidising the corresponding 11b -hydroxy-21-acetoxy compound and hydrolysing the resulting 21-acetate of the desired compound. Specification 829,903 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF29102A DE1107225B (en) | 1959-08-05 | 1959-08-05 | Process for the production of 1, 4, 17 (20) -Pregnatrienes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB908976A true GB908976A (en) | 1962-10-24 |
Family
ID=7093159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2732160A Expired GB908976A (en) | 1959-08-05 | 1960-08-05 | Process for the manufacture of í~-dehydrosteroids |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1107225B (en) |
| GB (1) | GB908976A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0055832A1 (en) * | 1980-12-23 | 1982-07-14 | Schering Aktiengesellschaft | Process for the preparation of 11-beta, 21-dihydroxy-2'-methyl-5'-beta-H-1,4-pregnadieno-(16,17-d)-oxazole-3,20-dione |
| EP0054810A3 (en) * | 1980-12-23 | 1983-09-28 | Schering Aktiengesellschaft Berlin Und Bergkamen | Process for the preparation of 3-oxo-delta-1,4-steroids |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2880217A (en) * | 1956-04-06 | 1959-03-31 | Olin Mathieson | delta1, 4 pregnadiene-11alpha, 20beta-diol-3-one |
-
1959
- 1959-08-05 DE DEF29102A patent/DE1107225B/en active Pending
-
1960
- 1960-08-05 GB GB2732160A patent/GB908976A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0055832A1 (en) * | 1980-12-23 | 1982-07-14 | Schering Aktiengesellschaft | Process for the preparation of 11-beta, 21-dihydroxy-2'-methyl-5'-beta-H-1,4-pregnadieno-(16,17-d)-oxazole-3,20-dione |
| EP0054810A3 (en) * | 1980-12-23 | 1983-09-28 | Schering Aktiengesellschaft Berlin Und Bergkamen | Process for the preparation of 3-oxo-delta-1,4-steroids |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1107225B (en) | 1961-05-25 |
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