Organic Communications

Year: 2017  Volume: 10   Issue: 4



Synthesis of novel impurities in 2-(2-(4-fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxo-N-phenylpentanamide; an atorvastatin intermediate

A. Appala Naidu and G. Veera Raghava Sharma

Department of Chemistry, Institute of Technology, GITAM (deemed to be University under UGC act 1956) Rushikonda, Visakhapatnam 530045, AP, India

Abstract: (3R,5R)-7-(3-(phenylcarbamoyl)-5-(4-fluorophenyl)-2-isopropyl-4-phenyl-1H-pyrrol-1-yl)-3,5-dihydroxy-heptanoic acid, calcium salt (2:1)trihydrate (1), a 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor, was demonstrated to be effective in reducing both triglyceride and cholesterol. In present communication, two novel impurities i.e.,2-acetyl-4-(4-fluorophenyl)-4-oxo-N,3-diphenylbutanamide (18) and 2-(2-(3-fluoro phenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxo-N-phenylpentanamide (19)of 2-(2-(4-fluorophenyl)-2-oxo-1-phenylethyl)-4-methyl-3-oxo-N-phenylpentanamide (2),were reported along with their identification and isolation. The compounds were characterized by spectral techniques such as IR, 1HNMR, 13C NMR and mass.

Keywords: Atorvastatin, key intermediate, novel impurities, synthesis and characterization. © 2017 ACG Publications. All rights reserved.