http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-522909-A

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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J9-00
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07J75-00
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http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07J75-00
filingDate 1938-12-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1940-07-01-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-522909-A
titleOfInvention Sterol derivatives and method of preparing same
abstract 522,909. Steroid com pounds. PARKE, DAVIS & CO. Dec. 20, 1938, No. 37061. Convention date, Dec. 23, 1937. [Class 2 (iii)] Nuclear saturated, hydroxy steroid compounds with an unsaturated hydrocarbon side chain are prepared from 3-keto steroids having an unsaturated side chain and also a nuclear double bond in the α-# position with respect to the keto group by treatment with nacent hydrogen. The reducing medium is preferably obtained by the reaction of an alkali metal and an alcohol. Steroid compounds mentioned as starting materials for the present invention include the 3-keto derivatives of stigmasterol, ergosterol, and fucosterol. The hydroxysteroids prepared by the reduction process of the invention may be converted into their equivalent derivatives capable on hydrolysis of being converted into the corresponding hydroxy compounds, such as by esterification, etherification or halogenation. Agents mentioned for this purpose include anhydride, phosphorus halides and thionyl halides, and etherifying agents such as the action of an alcohol in the presence of sulphuric acid. In an example, stigmastenone prepared by treatment of stigmasterol with precipitated copper in a retort at 180‹-275‹ C. is reduced by the action of metallic sodium in amyl alcohol solution. The reduction product is converted into the corresponding half succinic ester by treatment with succinic anhydride, and extracted with alkali to give 5:6-dihydrostigmasterol. This is purified with digitonine with which it forms an insoluble compound. The corresponding diacetate is formed by refluxing with acetic anhydride.
priorityDate 1937-12-23-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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