http://rdf.ncbi.nlm.nih.gov/pubchem/patent/SK-43799-A3

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classificationCPCAdditional http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/Y02P20-55
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D209-02
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filingDate 1997-10-15-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_972a79b3eef8b5a492b87a16c94f151d
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f773931a1be9e6e166b0cb6443697049
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_1e01261eb53c09e32bbb9f53109d27a7
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http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_363324dc12ffef582343f1323d6f1b75
publicationDate 2000-04-10-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber SK-43799-A3
titleOfInvention Process for preparing 2-azadihydroxybicyclo[2.2.1]heptane compounds and the l-tartaric acid salt of the compound
abstract A method according to the invention is directed to the preparation of a 2-azadihydroxybicyclo[2.2.1]heptane compound of formula (I) or (I') wherein * represents an R chirality, *' represents an S chirality, R is hydrogen or, respectively, a group of formula (II) or (II') wherein R1 is alkyl and Ar is optionally substituted aryl, comprising bishydroxylating a bicyclo[2.2.1]heptene compound of formula (III) or (III') wherein *, *' and R are as previously defined, in the presence of about 0.1 mol % to about 5 mol % of a metal osmate compound or about 0.06 mol % to about 0.07 mol % osmium tetroxide, and an oxidizing agent capable of regenerating osmium tetroxide. The invention is also directed to the treatment of the (1R) diastereomer of the 2-azadihydroxybicyclo[2.2.1]heptane compound (I) wherein R is a group of formula (II) with L-tartaric acid, and the L-tartaric acid salt product thereof. Furthermore, the invention is directed to using the (1R) diastereomer of the 2-azadihydroxybicyclo[2.2.1]heptane compound in an acid facilitated acetalizing or ketalizing reaction that results in the protection of the dihydroxy moieties thereof in isopropanol. In addition, the invention is directed to oxidizing a bis O-protected derivative of the (1R) diastereomer of the 2-azadihydroxybicyclo[2.2.1]heptane compound to a corresponding lactam compound in the presence of about 0.01 mol % to about 1 mol % of RuO2 with about 3 equivalents of an oxidant to form the lactam compound with an enantiomeric excess ("ee") of greater than or equal to about 95 %.
priorityDate 1996-10-16-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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