http://rdf.ncbi.nlm.nih.gov/pubchem/patent/RS-51613-B

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publicationDate 2011-08-31-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber RS-51613-B
titleOfInvention PROCEDURE FOR THE PRODUCTION OF EZETIMIB AND INTERMEDIERS USED IN THIS PROCESS
abstract A process for the production of ezetimibe represented by Formula I, comprising the steps of: a) translating the ethylene glycol 4- (4Tfluorobenzoyl) -butyric acid represented by Formula II into 4- [2- (4-fluoro-phenyl) - [l , 3] dioxolan-2-yl] -butyric acid represented by formula IV via an unprepared transition compound represented by formula III, b) acylation of a chiral compound represented by formula V with a compound represented by formula IV to give the acylated oxazolidinone derivative represented by formula VI, wherein the compound represented by formula V selected from the group of compounds represented by formulas Va, Vb, Vc, or Vdi where R1, R2 and R3 represent: in the case of Va: R1 = Ph, R2 = R3 = H, in the case of Vb: R1 = R2 = R3 = Ph , in the case of Vc: R1 = methyl, R2 = Ph, R3-Hu in the case of Vd: R1 = isopropyl, R2 = R3 = Ph, and where Ph represents a phenyl group.c) reacting an acylated oxazolidinone represented by formula VI with a protected imine represented by formula VII, and isolating the compound n) represented by formula VIII, wherein R4 represents a silyl group, cyclization of the compound represented by formula VIII to obtain the protected azetidinone derivative of general formula IX, d) hydrolysis of the ketal group of the compound represented by formula IX to give the compound represented by formula X, e) enantioselective reduction a compound represented by general formula X to give a compound represented by formula XI, wherein one of the chiral CBS-oxaborolidine compounds represented by formulas XIIa, XIIb, XIIc XIId is selected as a catalyst, if) eliminating a silyl protected group of compounds of general formula XI in order to end product received ezetimibe represented by Formula I, the Application contains 7 more dependent claims.
priorityDate 2005-12-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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Total number of triples: 39.