http://rdf.ncbi.nlm.nih.gov/pubchem/patent/JP-2007516946-A
Outgoing Links
| Predicate | Object |
|---|---|
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J1-0096 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J41-0016 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J41-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J1-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/B01D9-02 |
| filingDate | 2004-04-29-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 2007-06-28-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | JP-2007516946-A |
| titleOfInvention | Method for synthesizing high purity d- (17α) -13-ethyl-17-hydroxy-18,19-dinor-preg-4-en-20-in-3-one-oxime |
| abstract | The present invention relates to acetylation of d-norgestrel at the 17 position, oximation of the 3 position oxo group of the resulting 17-acetoxy derivative, and hydrolysis of the 17 position acetoxy group of the finally obtained 3-oxime derivative. Relates to a method for synthesizing high-purity d- (17α) -13-ethyl-17-hydroxy-18,19-dinorpreg-4-en-20-in-3-one-oxime (further, norgestromine). The process according to our invention is as follows: starting material, d- (17α) -17-hydroxy-13-ethyl-18,19-dinorpreg-4-en-20-in-3-one (d-norgestrel) )-Purify 93-94% with zinc chloride and hydrogen chloride or acetic anhydride in acetic acid in the presence of 70% perchloric acid under inert gas atmosphere and after the reaction, excess anhydrous Decomposition of acetic acid and “enol acetate” by-product with aqueous hydrochloric acid and then formed d- (17α) -17-acetoxy-13-ethyl-18,19-dinorpreg-4-en-20-in-3-one Is separated from the reaction mixture by the addition of cold water, the precipitated product is filtered, washed with water, dried, dissolved in dichloromethane or acetone and purified with silica gel or aluminum oxide and charcoal. The solution obtained after filtration of the cleaning agent is concentrated, the residue is recrystallised and the resulting d- (17α) -17-acetoxy-13-ethyl-18,19-dinorpreg-4-ene -20-in-3-one is reacted with either hydroxylammonium acetate or hydroxylammonium chloride in the presence of sodium acetate in acetic acid under a nitrogen atmosphere with vigorous stirring for about 1 hour, after completion of the reaction Water is added, the precipitated product is filtered, washed with water, dried and recrystallised, the resulting d- (17α) -17-acetoxy-13-ethyl-18,19-dinorpreg- 4-ene-20-in-3-one-oxime is stirred at a temperature between about 5-38 ° C. with vigorous stirring under an atmosphere of nitrogen in an equivalent amount of alkali metal water in a C 1 -C 4 alkanol solution. Oxidation After the reaction is complete, the mixture is diluted with water, the pH of the resulting suspension is adjusted to 7.5-9 with acetic acid, the precipitated product is filtered and washed with water. And dry, dissolve the crude product in ethanol, purify with charcoal, filter the purifier, add water to the resulting solution, dissolve the crude product in ethanol, purify with charcoal, purify After filtration of the agent, water was added to the resulting solution, and the precipitated high purity d- (17α) -17-acetoxy-13-ethyl-18,19-dinorpreg-4-en-20-in-3- The on-oxime is filtered, washed with water and, in certain cases, recrystallized from ethanol. |
| priorityDate | 2003-06-30-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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