Crystal structure of methyl (S)-2-{(R)-4-[(tert-but-oxy-carbon-yl)amino]-3-oxo-1,2-thia-zolidin-2-yl}-3-methyl-butano-ate: a chemical model for oxidized protein tyrosine phosphatase 1B (PTP1B).
The asymmetric unit of the title compound, C14H24N2O5S, contains two independent mol-ecules (A and B). In each mol-ecule, the iso-thia-zolidin-3-one ring adopts an envelope conformation with the methyl-ene C atom as the flap. In the crystal, the A mol-ecules are linked to one another by N-H⋯O hydrogen bonds, forming columns along [010]. The B mol-ecules are also linked to one another by N-H⋯O hydrogen bonds, forming columns along the same direction, i.e. [010]. Within the individual columns, there are also C-H⋯S and C-H⋯O hydrogen bonds present. The columns of A and B mol-ecules are linked by C-H⋯O hydrogen bonds, forming sheets parallel to (10-1). The absolute structure was determined by resonant scattering [Flack parameter = 0.00 (3)].
125 Chemistry Bldg, University of Missouri Columbia, MO 65211, USA.
Kasi Viswanatharaju
KV
Ruddraraju
125 Chemistry Bldg, University of Missouri Columbia, MO 65211, USA.
Roman
R
Hillebrand
125 Chemistry Bldg, University of Missouri Columbia, MO 65211, USA.
Charles L
CL
Barnes
125 Chemistry Bldg, University of Missouri Columbia, MO 65211, USA.
Kent S
KS
Gates
crystal structure; hydrogen bonding; iso­thia­zolidine-3-one derivative; oxidized PTP1B; sulfenyl amide