Abstract
| - Racemic phosphocarnitine 3 has been synthesized starting from diethyl 3-chloro-2-oxopropanephosphonate 4 in three steps involving reduction of 4 to thecorresponding 2-hydroxyphosphonate 5, conversion of thelatter to phosphonic acid 6, and final reaction with trimethylamine, affording the trimethylammonium salt of 3.Baker's yeast reduction of 4 and enzymatic kinetic resolutionof (±)-5 afforded the enantiomerically pure precursors ofphosphocarnitine, (R)-(+)-5 and (S)-(−)-5, which were converted to (S)-(−)- and (R)-(+)-phosphocarnitine 3, respectively.
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