The Synthesis and Asymmetric Adsorption of an Optically-active Basic Polymer Starting from L-Proline
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<I>N</I>-Prolyl-<I>p</I>-aminostyrene was synthesized by the reaction of <I>N</I>-carboxy-L-proline anhydride with <I>p</I>-aminostyrene phosphate. This optically-active basic monomer was then copolymerized wtih <I>N</I>,<I>N</I>′-bis(<I>p</I>-viny]phenyl)-adipamide to give a basic polymer. Similar basic polymers were also obtained, starting from other α-amino acids, through this procedure. Of these polymers, the polymer involving L-proline was used for the chromatographic resolution of the phthalamidic acid derivatives of DL-phenylalanine, DL-valine, and DL-phenylglycine. The polymer resolved partially DL-<I>N</I>-(<I>o</I>-carboxybenzoyl)phenylalanine.
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