Crystal structure of methyl (S)-2-{(R)-4-[(tert-butoxycarbonyl)amino]-3-oxo-1,2-thiazolidin-2-yl}-3-methylbutanoate: a chemical model for oxidized protein tyrosine phosphatase 1B (PTP1B)

Abstract

The asymmetric unit of the title compound, C14H24N2O5S, contains two independent molecules (AandB). In each molecule, the isothiazolidin-3-one ring adopts an envelope conformation with the methylene C atom as the flap. In the crystal, theAmolecules are linked to one another by N—H...O hydrogen bonds, forming columns along [010]. TheBmolecules 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 ofAandBmolecules 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)].