http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-865316-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_c902faf6ae746c51fc8010672fc22894 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J1-00 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J1-00 |
filingDate | 1958-01-15-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1961-04-12-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-865316-A |
titleOfInvention | Improvements in or relating to steroids and the manufacture thereof |
abstract | The invention comprises 3b , 11b , 17b -trihydroxy-17a -methyl-5-androstene, 3b , 11b , 17b -trihydroxy-17a -methyl-5-androstene-3b -acylates, 3b , 11b , 17b -trihydroxy-17a -methyl-5-androstene 11b ,17b -diacylates, 3b , 11b , 17b -trihydroxy-17a -methyl-5-andros-tene 3b , 11b , 17b -triacylates, 3b , 17b -dihydroxy- 17a -methyl- 5-androsten- 11-one, 3b , 17b -dihydroxy-17a -methyl-5-androsten-11-one 3b -acylate, and 3b , 17b -dihydroxy-17a -methyl-5-androsten-11-one 3b ,17b -diacylate, wherein the acyl radical is of a hydrocarbon carboxylic acid containing from 1-9 carbon atoms, inclusive, and a process for the production of 3b , 11b , 17b -trihydroxy-17a -methyl-5-androstene which comprises treating a 3, 11b , 17b -triacyloxy-17a -methyl-3, 5-androstadien wherein the acyl group is of an organic carboxylic acid preferably containing from 1-9 carbon atoms, inclusive, with an alkali metal borohydride to obtain the corresponding 3-hydroxy-11b , 17b -diacyloxy-17a -methyl-5-androstene and hydrolysing the thus obtained 11b ,17b -diacylate with lithium aluminium hydride to obtain 3b , 11b , 17b -trihydroxy-17a -methyl-5-androstene. Subsequently the 3b , 11b , 17b -trihydroxy-17a -methyl-5-androstene may be esterified to produce a 3-mono ester which is oxidised to the corresponding 3b -acyloxy-17b -hydroxy-17a -methyl-5-androsten-11-one. As alkali metal boro-hydrides there may be used sodium, potassium or lithium borohydride. As acylating agents there may be used the anhydrides, chlorides or bromides of organic carboxylic acids. Examples describe the preparation of 3b , 11b , 17b -trihydroxy-17a -methyl-5-androstene and the 11b ,17b -diacetate, -dipropionate, -dibutyrate, -dibenzoate, -divalerate, -dihexanoate, -diheptanoate, -dioctanoate, -diphenylacetate, -di (trimethyl-acetate) and -di(trifluoroacetate) thereof, the corresponding 3-monoesters thereof, the corresponding 3b , 11b , 17b -triesters and mixed esters thereof, 3b , 17b -dihydroxy-17a -methyl-5-androsten-11-one the 3b -acetate, benzoate &c., thereof and the corresponding 3b , 17b -diesters thereof. Specification 788,695 is referred to. |
priorityDate | 1957-02-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 26.