http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-833183-A

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_3395c5cb958d81965344886b0ca92581
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 1958-07-31-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1960-04-21-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-833183-A
titleOfInvention Improvements in or relating to cyclopentanophenanthrene compounds
abstract The invention comprises 19-nor- D 5,7-androstadiene-3b ,17b -diol and the 3b ,17b -diesters thereof derived from carboxylic acids, 3b ,17b -diacetoxy - 19 - nor - D 3,5,7 - androstatriene, 17b - acetoxy - 19 - nor - D 4,6 - androstadiene-3-one and the acetate of 6-bromo-19-nortestosterone, and a process for the preparation of 19 - nor - D 5,7 - androstadiene - 3b ,17b - diol which may commence at any stage in the following synthesis: 19 - nortestosterone is acetylated to form 3b ,17b -diacetoxy-19-nor-D 3,5-androstadiene, this compound is brominated with a mixture of bromine, acetic acid and collidine to form the acetate of 6-bromo-19-nortestosterone, this compound is dehydrobrominated with a mixture of lithium bromide and lithium carbonate in dimethyl formamide to form 17b -acetoxy-19-nor- D 4,6 - androstadiene-3-one, this compound is acetylated to give 3b ,17b - diacetoxy - 19 - nor - D 3,5,7 androstadiene which is then reduced with an alkali metal borohydride. The 3b ,17b -diesters such as the diacetate, dibenzoate, and the bis(3,5-dinitrobenzoate), are formed from 19-norD 5,7 - androstadiene - 3b ,17b - diol by normal esterification methods. Detailed examples are given.
priorityDate 1957-08-07-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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