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  • Derivatization of (+/-)-5-[(2-methylphenoxy)methyl]-2-amino-2-oxazoline, an imidazoline binding sites ligand, with (+)-(R)-alpha-methylbenzyl isocyanate for drug monitoring purposes.

Derivatization of (+/-)-5-[(2-methylphenoxy)methyl]-2-amino-2-oxazoline, an imidazoline binding sites ligand, with (+)-(R)-alpha-methylbenzyl isocyanate for drug monitoring purposes.

Journal of enzyme inhibition and medicinal chemistry (2003-04-10)
Myriam Matoga, Isabelle Forfar, Corinne Chaimbault, Jean Guillon, Fabienne Péhourcq, Jean-Jacques Bosc, Marie-Claire Rettori, Christian Jarry
ABSTRACT

The derivatization of racemic 5-[(2-methylphenoxy)methyl]-2-amino-2-oxazoline, developed as an imidazoline binding sites ligand, with (+)-(R)-alpha-methylbenzyl isocyanate was performed in chloroform. The reaction led to two pairs of diastereomers, which were separated by RP-HPLC. A kinetic study of the derivatization reaction was achieved in order to establish conditions suitable for experimental drug monitoring.

MATERIALS
Product Number
Brand
Product Description

Supelco
(R)-(+)-α-Methylbenzyl isocyanate, for chiral derivatization, LiChropur, ≥99.0%
Sigma-Aldrich
(R)-(+)-α-Methylbenzyl isocyanate, 99%
Sigma-Aldrich
(S)-(−)-α-Methylbenzyl isocyanate, 98%
Supelco
(S)-(−)-α-Methylbenzyl isocyanate, for chiral derivatization, LiChropur, ≥99.0%