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filingDate 2001-08-06-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 2007-03-01-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_3fb4585f064dbe77daaa62e496c75159
publicationDate 2007-03-01-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber ES-2266266-T3
titleOfInvention PROCESS FOR THE PREPARATION OF DISCODERMOLIDE AND ITS ANALOGS.
abstract A process for preparing a compound of formula V which comprises, in a first step, the coupling of a ketone compound of formula I With an aldehyde compound of formula II in the presence of a dialkyl boron hydride or triftalate, an amine base, and a polar organic solvent to obtain a -hydroxyketone of formula III In a second step, reducing the ketone compound obtained in the first step by treating with the borohydride reagent in a polar organic solvent and a protonic solvent to obtain a 1,3-diol of formula IV And, in a third step, the lactonization and deprotection of the acid labile hydroxyl protecting groups of the 1,3 diol obtained in the second step by treatment with hydrogen halide dissolved in a polar solvent or solvent mixture to obtain the desired compound of formula V, wherein R 1 is (C 1-6) alkyl, benzyl or an acid labile hydroxyl protecting group; R2 is (C1-6) alkyl or benzyl; R3 is hydrogen, (C1-6) alkyl, benzyl, C (O) (C1-12) alkyl, C (O) Ph, C (O) O (C1-12) alkyl, C (O) OPh, C ( O) NH (C1-12) alkyl, C (O) NHPh or an acid labile hydroxyl protecting group; R3 "is an acid-labile hydroxyl protecting group; R4 is hydrogen or methyl; and X is O, NH, NCH3, S or CH2, with the proviso that X is O and R3 is an acid-labile hydroxyl protecting group In the compound of formula I, the intermediate "-X-R3" in the compound of formula V is OH.
priorityDate 2000-08-07-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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