Davide Pitrè

Chemoenzymatic synthesis of the enantiomers of iopanoic acid

The two enantiomers of Iopanoic acid 1 were prepared in enantiomeric excess higher than 90% by enzyme-catalyzed hydrolysis of precursors (±)-2a and (±)-3a, followed by standard chemical transformations. Among the tested enzymes, chymotrypsin and Lipase PS proved to be the most selective catalysts. The stereochemical outcome of the lipase-catalyzed hydrolyses of esters (±)-2a-d is strictly dependent upon both the size of the alkyl group attached to the chiral center and the substituent in the aromatic ring. The enantioselectivity of the reactions was evaluated by chiral HPLC and the configurations of the new products were assigned by chemical correlations.

Analytical Profile of Iodoxamic Acid

Publisher Summary This chapter discusses the analytical profile of iodoxamic acid. Its generic name is iodoxamate meglumine. Its trade name is endobil, endomirabil, cholovue, and cholegrafin. It is white powder, odorless, with a slightly bitter taste. The ultraviolet spectrum of iodoxamic acid was determined in methanolic solution with a Cary mod. Iodoxamic acid, like all hexaiodinated products, is characterized by a low volatility, a high molecular weight and thermal liability. Its spectrum was therefore recorded using the FAB/MS technique. The X-ray powder diffraction pattern of iodoxamic acid Reference Standard was determined using a Philips Powder Diffractometer with nickel-filtered copper radiation. Differential thermal analysis was carried out using a Mettler Ta 2000 calorimeter with a heating rate of 5°C/min.