Patent ID: 6706901
Filing Date: 2004-03-16
Classification: C07C

Abstract:
A single pot process for the synthesis of taxol side chain comprising (a) synthesizing (2R,3S)-2,3-dihydroxy-3-phenylpropionate by in tandem or simultaneous Heck coupling of bromobenzene and methyl acrylate and N-oxidation of an amine in the presence of a cinchona alkaloid and using a recyclable multifunctional catalyst of the formula IE-IE-PdOsW, wherein IE is an ion-exchanger selected from the group consisting of LDH, quaternary ammonium salt anchored on silica, clay, alumina, magnesia and resin, (b) converting the diol obtained in step (a) without further crystallization into bromoacetate, (c) reacting the bromoacetate with NaN3 in an organic solvent followed by deacetylation with NaOAc in another organic solvent to obtain an azido alcohol (d) subjecting the azido alcohol to benzoylation followed by hydrogenation to obtain the (2R,3S)-(N-)-benzoyl-3-phenylisoserine methyl ester.