http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0438796-B1

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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D209-34
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07B61-00
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07B57-00
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D487-04
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D209-34
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/B01J31-02
filingDate 1990-12-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 1998-08-26-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_75038da5a7295d3c61c657f3c75602fe
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_84d73a03da8e2be3d2660ca295fa58b2
publicationDate 1998-08-26-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber EP-0438796-B1
titleOfInvention Process for the enantioselection synthesis of alkylated oxindoles used as intermediates in the preparation of physostigmine
abstract A process for the stereoselective synthesis of [R]- and [S]-2,3-dihydro-1,3-dimethyl-2-oxo-1H-indole-3-acetonitriles comprises reacting racemic and 5-alkoxy-substituted (+/-)-1,3-dimethyloxindoles with a halogenated acetonitrile in the presence of a substituted N-benzyl cinchoninium, quinidinium, cinchonidinium, or quininium catalyst. The resulting alkylated oxindoles can be converted to primary amines by catalytic reduction in the presence of hydrogen gas. One of the primary amines, such as enantiomers of 3-(2-aminoethyl)-1,3-dihydro-1,3-dimethyl-5-methoxy-2H-indol-2-one, can be enriched by contact with a chiral tartaric acid in an amount sufficient to preferentially precipitate a salt of the chiral acid and one of the enantiomers. The product can be used in the synthesis of stereospecific forms of physostigmine and related compounds having pharmaceutical activity.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-7186745-B2
priorityDate 1990-01-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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