Add time:09/25/2019         Source:infona.pl

(R)‐(−)‐α‐Methoxy phenyl acetic acid, (S)‐(−)‐1,1′‐(2‐naphthol), and (R)‐(+)‐α‐methoxy‐α‐trifluoromethyl phenyl acetic acid were evaluated as chiral shift reagents (CSRs) for 1H NMR spectroscopic resolution and determination of R and S enantiomers of modafinil (MDL) in bulk drugs and formulations. Effects of the nature of CSR and the weight ratio of substrate to shift reagent on enantiomeric discrimination were investigated. Intramolecular and intermolecular hydrogen bonding interactions between the drug and the CSR seem to be the driving force for desired resolution. A mechanism was proposed to explain the interactions between (R, S)‐enantiomers of MDL and (R)‐(−)‐α‐methoxy phenyl acetic acid. The method was validated and applied successfully to determine the enantiomeric purity of MDL in tablet formulations. Chirality, 2012. © 2012 Wiley Periodicals, Inc.

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