Synthesis of (2S)-2-(Benzoylamino)-3-(heteroaryl)propyl Benzoates

(3E,5S)-1-Benzoyl-5-[(benzoyloxy)methyl]-3-[(dimethylamino)methylidene]pyrrolidin-2-one (9) was prepared in two steps from commercially available (S)-5-(hydroxymethyl)pyrrolidin-2-one (7) (Scheme 1). Compound 9 gave, in one step, upon treatment with various C,N- and C,O-1,3-dinucleophiles 10 – 18, the corresponding 3-(quinolizin-3-yl)- and 3-(2-oxo-2H-pyran-3-yl)-substituted (2S)-2-(benzoylamino)propyl benzoates 19 – 27 (Schemes 1 and 2).