Acta Crystallographica Section E (Nov 2014)

Crystal structures of (RS)-N-[(1R,2S)-2-benzyloxy-1-(2,6-dimethylphenyl)propyl]-2-methylpropane-2-sulfinamide and (RS)-N-[(1S,2R)-2-benzyloxy-1-(2,4,6-trimethylphenyl)propyl]-2-methylpropane-2-sulfinamide: two related protected 1,2-amino alcohols

  • Matthew R. Carbone,
  • Garrick A. Centola,
  • Adam Haas,
  • Kevin P. McClelland,
  • Michael D. Moskowitz,
  • Angelo M. Verderame,
  • Mikael S. Olezeski,
  • Louis J. Papa,
  • Stephanie C. M. Dorn,
  • William W. Brennessel,
  • Daniel J. Weix

DOI
https://doi.org/10.1107/S1600536814022570
Journal volume & issue
Vol. 70, no. 11
pp. 365 – 369

Abstract

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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-dimethylphenyl in (1) and 2,4,6-trimethylphenyl in (2). The plane of the phenyl ring is inclined to that of the benzene ring by 28.52 (7)° in (1) and by 44.65 (19)° in (2). In the crystal of (1), N—H...O=S and C—H...O=S hydrogen bonds link molecules, forming chains along [100], while in (2), similar hydrogen bonds link molecules into chains along [010]. The absolute structures of both compounds were determined by resonance scattering.

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