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Large scale synthesis of high purity iopamidol

Author:

Kesamreddy Ranga Reddy, Emani Vijayabhaskar Reddy, Lingareddy Sunil and J.V. Shanmukha Kumar

Subject Area:

Physical Sciences and Engineering

Abstract:

A commercial scale synthesis of ultra-pure Iopamidol 1 has been achieved using a simple protocol employing with a total of 9 steps and easily isolatable intermediates. The key intermediate (S)-1-((3,5-bis-(chlorocarbonyl)-2,4,6-triiodophenyl)amino)-1-oxopropan-2-yl acetate 7 has been synthesized with high purity. The main advantages of the route include readily available inexpensive starting materials and good overall yield of 78%. The process impurities including chiral analogue have been well controlled without using any resins or chiral separation techniques but with simple chromatographic grade silica treatment. The structures of all intermediates prepared were confirmed by NMR, IR and MS and HPLC analysis.

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