http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-862383-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_d202e9e866984fe229f6facc38f1d740 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J5-00 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J5-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00 |
| filingDate | 1957-09-02-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1961-03-08-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-862383-A |
| titleOfInvention | Process for preparing steroid compounds |
| abstract | 21-Dihydrogen phosphates of 20-keto-21-hydroxy-steroids are prepared by reacting the corresponding 21-halo-steroids wherein the 21-halo substituent is other than fluorine with a mixture of silver dihydrogen phosphate, separating water-soluble reaction products from water-insoluble reaction products, and recovering the resulting 20-keto-21-phosphates from the water-soluble products. The phosphates may be derived from 3,20-diketo-21-hydroxypregnene compounds e.g. a 3,20-diketo-21-hydroxy-4-pregnene or a 3,20-diketo-21-hydroxy-1,4-pregnadiene, or compounds having the general formulae: <FORM:0862383/IV (b)/1> wherein R1 represents hydrogen, fluorine or chlorine, R2 represents hydrogen or a b -hydroxy or keto group, and R3 represents hydrogen or a hydroxyl group. The silver di-hydrogen phosphate may be formed in situ by adding silver phosphate and phosphoric acid to the steroid. Alternatively, the silver phosphate and phosphoric acid may be mixed before being added to the steroid reactant. It is preferable to use about 2 moles of phosphoric acid per mole of silver phosphate. A mono- or di-alkali metal salt of the steroid phosphate may be recovered from the reaction mixture by diluting with water, removing any organic solvent by vacuum distillation, raising the pH of the aqueous solution to 4 to 11 by adding an alkali metal base such as an alkali metal hydroxide or carbonate to convert the steroid phosphate to an alkali metal salt and to precipitate any excess of silver as silver phosphate, and recovering the desired salt from the aqueous solution. The alkali metal salt may then be converted into the corresponding free steroid phosphate by acidification with a mineral acid or with a cation-exchange resin. The free steroid phosphates prepared by any of the methods referred to above may be converted to the corresponding 21-(dimethyl phosphate) esters by reaction with diazomethane, or may be converted into salts by suitable neutralizing agents such as sodium hydroxide, methoxide or carbonate, or potassium, ammonium, calcium or barium hydroxide. In the examples cortisone, hydrocortisone, prednisone, prednisolone, 9a -fluoro (and chloro)-hydrocortisone and corticosterone 21- dihydrogen phosphates, cortisone, hydrocortisone, prednisolone and 9a -fluorohydrocortisone 21-dimethyl phosphates, the disodium salt of hydrocortisone 21-dihydrogen phosphate and the monosodium salt of prednisolone 21-dihydrogen phosphate are prepared. Specifications 805,828 and 826,365 are referred to. |
| priorityDate | 1956-09-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 65.