Structural confirmation of regioisomers of Lopinavir impurities using MS and gradient COSY (1H and 13C NMR assignment of Lopinavir impurities).
We report the complete (1)H and (13)C 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 ((1)H NMR, (13)C NMR, DEPT, GCOSY, GHSQC and GHMBC).
Siva Lakshmi Devi
A
A
Analytical Research and Development, Matrix Laboratories Ltd., Jeedimetla, Hyderabad, India. sivalakshmi@matrixlabsindia.com
Srinivasa Rao
Y
Y
Suresh
Y
Y
Yogeswar Reddy
M
M
Jyothi
G
G
Rajababu
B
B
Prasad
V S R
VS
Umamaheswar Rao
V
V
D017320:HIV Protease Inhibitors / Q000737:chemistry*; D007536:Isomerism; D061466:Lopinavir; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D011744:Pyrimidinones / Q000737:chemistry*; D012015:Reference Standards
D017320:HIV Protease Inhibitors; D011744:Pyrimidinones; D061466:Lopinavir