Crystal structures of (R S)-N-[(1R,2S)-2-benz-yloxy-1-(2,6-di-methyl-phen-yl)prop-yl]-2-methyl-propane-2-s ulfinamide and (R S)-N-[(1S,2R)-2-benz-yloxy-1-(2,4,6-tri-methyl-phen-yl)prop-yl]-2-methyl-propane- 2-sulfinamide: two related protected 1,2-amino a

Carbone, M., G. Centola, A. Haas, K. McClelland, M. Moskowitz, A. Verderame, M. Olezeski, L. Papa, S. Dorn, W. Brennessel, and D. Weix. Crystal Structures of (R S)-N-[(1R,2S)-2-Benz-Yloxy-1-(2,6-Di-Methyl-Phen-yl)prop-Yl]-2-Methyl-Propane-2-S Ulfinamide and (R S)-N-[(1S,2R)-2-Benz-Yloxy-1-(2,4,6-Tri-Methyl-Phen-yl)prop-Yl]-2-Methyl-Propane- 2-Sulfinamide: Two Related Protected 1,2-Amino a. Acta Crystallogr., Sect. E: Struct. Rep. Online.
Abstract The title compounds, C22H31NO2S, (1), and C23H33NO2S, (2), are related protected 1,2-amino alcohols. They differ in the substituents on the benzene ring, viz. 2,6-di-methyl-phenyl in (1) and 2,4,6-tri-methyl-phenyl in (2). The plane of the phenyl ring is inclined to that of the benzene ring by 28.52 (7) degrees in (1) and by 44.65 (19) degrees in (2). In the crystal of (1), N-Hcdots, three dots, centeredO=S and C-Hcdots, three dots, centeredO=S hydrogen bonds link mol-ecules, forming chains along [100], while in (2), similar hydrogen bonds link mol-ecules into chains along [010]. The absolute structures of both compounds were determined by resonance scattering.
Keywords amino alcoholcolumn chromatographycrystal structurediastereomerhydrogen bondingNmrsulfinamide
DOI 10.1107/S1600536814022570