Crystal structure of 2-{(R)-1-hydroxy-1-[(2S)-1-tritylaziridin-2-yl] methyl}acrylate and spectroscopic properties of the (R,S) and (S,S) stereoisomers

The crystal and molecular structure of 2-{(R)-1-Hydroxy-1-[(2S)-1-tritylazi ridin-2-yl]methy-1}acrylate is described. Crystal data: C26H25NO3, orthorho mbic, space group P2(1)2(1)2(1), a = 9.6954(5), b = 13.1458(5), c = 16.7885 (7) Angstrom, V = 2139.8(2) Angstrom(3), Z = 4. The (R,S) diastereomer show s an intramolecular hydrogen bonding N ... H-O under formation of a five-me mbered ring with N ... O distance of 2.664 Angstrom. IR, H-1 NMR and C-13 N MR data are discussed. The H-1 NMR of the (R,S) diastereomer shows a single t - whereas the (S,S) diastereomer exhibits a doublet-pattern for the hydro xyl proton.