http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CZ-20021340-A3

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filingDate 2000-10-18-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_150893547d7ae20fd7653d69820df04b
publicationDate 2002-08-14-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber CZ-20021340-A3
titleOfInvention Methods of asymmetrically preparing the enantiomers of acylanilides, derivatives thereof and intermediates for said preparations
abstract A method of synthesizing pure enantiomers of acylanalides such as Casodex3 (bicalutamide) and its derivatives includes contacting a compound having a ring structure that, when opened, provides a substituent having the structure of Formula (I), with a compound having a structure of the Formula (II): R<7>-R<6>-X<1>H, under conditions sufficient to provide a compound having the structure of Formula (III) wherein X<2> is oxygen, sulfur, sulphinyl (-SO-), sulphonyl (-SO2-), imino (-NH-), oxidized imino alkylimino (-NR<8>-) where R<8> is alkyl having up to 6 carbon atoms, or oxidized alkylimino. The method further includes treating the compound of Formula (III) under conditions sufficient to provide a pure enantiomer of acylanalides such as Casodex3 (bicalutamide) and/or derivatives thereof. In preferred embodiments, R<1> is methyl, R<2> is methylene, R<6> is a direct link, R<7> is 4-fluorophenyl, X<1> is sulfur, the compound of Formula (II) is 4-fluorobenzenethiol, and X<2> is sulphonyl. Methods of synthesizing acylanalides such as Casodex3 (bicalutamide) and/or derivatives thereof from a starting material of citramalic acid are also provided.
priorityDate 1999-10-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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