PL400948A1 - Process for preparing 17a-oxa-D-homo-5?-Androst-3,17-dione and 3?-Hydroxy-17a-oxa-D-homo-5?-Androst-17-one - Google Patents
Process for preparing 17a-oxa-D-homo-5?-Androst-3,17-dione and 3?-Hydroxy-17a-oxa-D-homo-5?-Androst-17-oneInfo
- Publication number
- PL400948A1 PL400948A1 PL400948A PL40094812A PL400948A1 PL 400948 A1 PL400948 A1 PL 400948A1 PL 400948 A PL400948 A PL 400948A PL 40094812 A PL40094812 A PL 40094812A PL 400948 A1 PL400948 A1 PL 400948A1
- Authority
- PL
- Poland
- Prior art keywords
- androst
- oxa
- homo
- hydroxy
- dione
- Prior art date
Links
- OSVMTWJCGUFAOD-KZQROQTASA-N formestane Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1O OSVMTWJCGUFAOD-KZQROQTASA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 230000003647 oxidation Effects 0.000 abstract 3
- 238000007254 oxidation reaction Methods 0.000 abstract 3
- 239000000758 substrate Substances 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 2
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 241001149507 Penicillium urticae Species 0.000 abstract 1
- 125000003180 beta-lactone group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 230000000813 microbial effect Effects 0.000 abstract 1
- 230000002906 microbiologic effect Effects 0.000 abstract 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Steroid Compounds (AREA)
Abstract
Wynalazek dotyczy sposobu wytwarzania 17a-oxa-D-homo-5?--androst-3,17-dionu, o wzorze 2, na drodze mikrobiologicznego utlenienia grupy hydroksylowej do ketonu w pierscieniu A oraz utleniania typu Baeyera-Villigera do 8-laktonu w pierscieniu D substratu oraz wytwarzania 3?-hydroxy-17a-oxa-D-homo-5?-androst-17-onu, o wzorze 3, na drodze mikrobiologicznego utleniania typu Baeyera-Villigera do ?-laktonu w pierscieniu D substratu, z wykorzystaniem systemu enzymatycznego szczepu Penicillium urticae AM84, w którym jako substrat stosuje sie 3?-hydroksy-5?-androst-17-on, o wzorze 1. Sposobem, wedlug wynalazku, mozna otrzymac zwiazki, które ze wzgledu na mozliwosc przeksztalcenia w inne biologicznie aktywne pochodne, moga znalezc zastosowanie w przemysle farmaceutycznym.The invention relates to a method of producing 17a-oxa-D-homo-5'-androst-3,17-dione of the formula 2 by microbiological oxidation of the hydroxyl group to a ketone in the A ring and Baeyer-Villiger-type oxidation to an 8-lactone in the D ring of the substrate and the production of 3'-hydroxy-17a-oxa-D-homo-5'-androst-17-one, of formula 3, by Baeyer-Villiger-type microbial oxidation to β-lactone in the D ring of the substrate, using enzyme system of the Penicillium urticae AM84 strain, in which 3'-hydroxy-5'-androst-17-one of the formula 1 is used as a substrate. The method, according to the invention, allows to obtain compounds which, due to the possibility of conversion into other biologically active derivatives can be used in the pharmaceutical industry.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL400948A PL218589B1 (en) | 2012-09-27 | 2012-09-27 | Process for preparing 17a-oxa-D-homo-5?-Androst-3,17-dione and 3?-Hydroxy-17a-oxa-D-homo-5?-Androst-17-one |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL400948A PL218589B1 (en) | 2012-09-27 | 2012-09-27 | Process for preparing 17a-oxa-D-homo-5?-Androst-3,17-dione and 3?-Hydroxy-17a-oxa-D-homo-5?-Androst-17-one |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL400948A1 true PL400948A1 (en) | 2013-05-27 |
| PL218589B1 PL218589B1 (en) | 2015-01-30 |
Family
ID=48522803
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL400948A PL218589B1 (en) | 2012-09-27 | 2012-09-27 | Process for preparing 17a-oxa-D-homo-5?-Androst-3,17-dione and 3?-Hydroxy-17a-oxa-D-homo-5?-Androst-17-one |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL218589B1 (en) |
-
2012
- 2012-09-27 PL PL400948A patent/PL218589B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL218589B1 (en) | 2015-01-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LICE | Declarations of willingness to grant licence |
Effective date: 20140714 |