http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-890907-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_5528d8d64c9da539b3fa8028a22bede6 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J31-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J75-00 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J31-00 |
filingDate | 1958-04-16-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1962-03-07-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-890907-A |
titleOfInvention | Synthesis of steroids |
abstract | 21-Fluoro-steroids are prepared by reacting a 21-organosulphonyloxy-steroid of the pregnane series with an alkali metal bifluoride in the presence of an organic solvent, e.g. dimethylformamide, dimethylsulphoxide or diethylene glycol. The preferred reactants for the above process have the general formula <FORM:0890907/IV (b)/1> wherein the 1,2-position is saturated or double bonded, R represents hydrogen, R1 represents hydrogen or a b -hydroxy group or R and R1 together represent a keto group, X represents hydrogen, a halogen or hydroxy or lower alkoxy group, or together with R1 a b -epoxy group, X1 represents hydrogen or a halogen, Y and Z represent hydrogen or a hydroxy group, Y1 and Y11 represent hydrogen or a methyl group, and R11 represents an organic group. The Specification refers to a large number of suitable reactants falling within the scope of the above general formula and, in addition, reactants containing 6a -methyl, 9,11-epoxy and 9a -hydroxy substituents. The 21-organosulphonyloxy may be derived from an aryl sulphonyl halide such as tosyl chloride or an alkene sulphonyl halide such as mesyl chloride by reaction with a 21-hydroxy steroid under substantially anhydrous conditions, preferably in the cold, in the presence of pyridine or other organic base. The examples exemplify the preparation of 9a , 21-difluoro-4-pregnene-11b ,17a -diol - 3, 20 - dione, 21 - fluoro - 2 - methyl - 11b , 17a - dihydroxy - progesterone, 9a , 21 - di - fluoro - 2 - methyl - 11b , 17a - dihydroxyproges - terone, 21 - fluoro - 2 - methyl - 11 - keto - 17a - hydroxy - progesterone, 9a , 21 - difluoro - 2 - methyl - 11 - keto - 17a - hydroxy - progesterone, and 9a , 21 - difluoro - 4 - pregnene - 11b , 16a , 17a - triol-3,20-dione. Reference has been directed by the Comptroller to Specifications 809,493, 812,810 and 826,368. |
priorityDate | 1957-04-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 31.