Sodium Iodide → 1-(Phenyloxycarbonyloxy)-3-phenylpropyl 5-(N-acetylamino)-3-(N-acetyl-N-methylamino)-2,4,6-triiodobenzenecarboxylate

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Reaction Conditions

Reaction Steps

1-Chloro-3-phenylpropyl phenyl carbonate (0.30 g, 1.03 mmol) was added at room temperature to a solution of potassium 5-(N-acetylamino)-3-(N-acetyl-N-methyl-amino)-2,4,6-triiodobenzenecarboxylate (0.62 g, 0.93 mmol) and sodium iodide (0.014 g, 0.093 mmol) in dry DMF (5 ml). After stirring at 50° C. for 5 hours and at room temperature for 2 days the solvent was removed at reduced pressure. The residue was suspended in chloroform (15 ml) and washed four times with a saturated sodium hydrogen carbonate solution and finally twice with water. After drying with magnesium sulfate the solution was evaporated to dryness. Yield: 0.26 g. Purity by HPLC: 94.4% 1H-NMR (DMSO-d6): delta=1.68 (NCH3COCH3); 2.06 (NHCOCH3); 2.38 (CH2CH); 2.83 (CH2CH2CH); 2.98 (NCH3); 7.02 (CH); 7.19-7.52 (phenyl); 10.15 ppm (NH). FAB/MS: 883 ((M+H+).

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