Structural confirmation of regioisomers of Lopinavir impurities using MS and gradient COSY (H-1 and C-13 NMR assignment of Lopinavir impurities)

摘要

We report the complete H-1 and C-13 NMR assignment of impurities of six Lopinavir (2S)-N-[(2S, 4S, 5S)-5-[[2-(2,6-dimethylphenoxy)acetyl]amino}-4-hydroxy-1,6-diphenyl hexan-2-yl]-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butan-amide. Two of the impurities are regioisomers and GCOSY used to differentiate the two structures. The spectral assignments for all six impurities were achieved by concerted application of one and two-dimensional NMR techniques (H-1 NMR, C-13 NMR, DEPT, GCOSY, GHSQC and GHMBC). Copyright (c) 2007 John Wiley & Sons, Ltd.