Stereochemical Investigations of Diastereomeric N-[2-(Aryl)-5-methyl-4-oxo-1, 3-thiazolidine-3-yl]-pyridine-3-carboxamides by Nuclear Magnetic Resonance Spectroscopy (1D and 2D). (31st December 2015)

• Record Type: Journal Article
• Authors: Demir-Ordu, Öznur; Demir-Dündar, Hale; Ozkirimli, Sumru
• Other Names: Eckhardt Craig J. Academic Editor.
• Is Part Of: International journal of spectroscopy. Volume 2015(2015)
• Publication Date: 2015-12-31
• Subjects: Spectrum analysis -- Periodicals; Spectrum Analysis; Spectrum analysis; Periodicals; Periodicals; 543.5
• DOI: 10.1155/2015/609250
• Languages: English
• ISSNs: 1687-9449

Abstract

Abstract : Some new N -[2-(aryl)-5-methyl-4-oxo-1, 3-thiazolidine-3-yl]-pyridine-3-carboxamides were synthesized and their structures were investigated by IR, NMR ( 1 H, 13 C, and 2D), and mass spectra. The presence of C-2 and C-5 stereogenic centers on the thiazolidinone ring resulted in diastereoisomeric pairs. The configurations of two stereogenic centers were assigned based upon 1 H NMR analysis of coupling constants and 2D nuclear overhauser enhancement spectroscopy (NOESY) experiment. Resolution of the diastereoisomers was performed by high performance liquid chromatography (HPLC) using a chiral stationary phase.