http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-950390-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_56666880a5e2b7703e98a4f9b2d9daf6 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J71-00 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/C07J71-00 |
| filingDate | 1962-06-12-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1964-02-26-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-950390-A |
| titleOfInvention | 3ª,9ª-epoxy steroids of the androstane and pregnane series |
| abstract | The invention comprises compounds of the formula: <FORM:0950390/C2/1> wherein X is a carbonyl, b -hydroxymethylene, b -(lower alkanoyl)oxymethylene or acetylmethylene radical, and compounds of the formula: <FORM:0950390/C2/2> wherein Y is a hydroxy, methoxy or ethylthio radical and X is a carbonyl, b -hydroxymethylene, (a -hydroxymethyl (methylene, b -(lower alkanoyl) oxymethylene and [a -(lower alkanoyloxy)-ethyl] methylene radical. These compounds are obtained by hydrogenating 9a -hydroxy-androst-4-ene-3, 17-dione or the corresponding pregnane to obtain a 3b -hydroxy-3a 9a -epoxide, reducing the 17 or 20-oxo group to a 17 or 20-hydroxy group, hydrolysing to obtain a 3a , 9a -epoxy-androst-3, 17-diol, reacting with ethyl mercaptan to obtain a 3-ethylthio compound, treating with Raney nickel remove the 3-ethylthio substituent, and oxidising the 17-hydroxy and 20-hydroxy-3a , 9a -epoxides so obtained to the corresponding 17-oxo and 20-oxo compounds. Subsequently 3a , 9a -epoxy-5b -androstan-17-one may be dehydrated to obtain 3a -hydroxy -5a - androst-9(11) -en-17-one, reacted with methyl magnesium bromide to obtain 17a -methyl -5b - androst-9(11)-ene-3a , 17b -diol, oxidised at 3-position, brominated at 4-position and dehydrobrominated to obtain 17b -hydroxy -17a - methylandrosta-4, 9(11)-dien-3-one, reacted with hypobromous acid to produce a 9a -bromo compound, epoxidised to obtain 17b -hydroxy-17a -methyl-9b , 11b -epoxyandrost-4-en-3-one and treated with HF to obtain 9a -fluoro 11b , 17b -dihydroxy-17a -methyl-androst-4-en-3-one. |
| priorityDate | 1961-06-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 33.