Synthesis and structural characterization of enantiopure levodropropizine

✍ Scribed by Wilfred P. Shum; Jian Chen

• Publisher: John Wiley and Sons
• Year: 1996
• Tongue: English
• Weight: 420 KB
• Volume: 8
• Category: Article
• ISSN: 0899-0042
• DOI: 10.1002/(sici)1520-636x(1996)8:1<6::aid-chir3>3.0.co;2-j

✦ Synopsis

Enantiopure levodropropizine can be synthesized in high yield by the direct nucleophilic addition of l-phenylpiperazine to (R)-glycidol followed by recrystallization in absolute ethanol. A chiral HPLC method has been developed for the determination of its optical purity. The enantiomeric enrichment behavior of this compound in the recrystallization process is discussed according to its binary melting point phase diagram. Single crystal x-ray structural analysis shows the intermolecular hydrogen-bonding interactions between the hydroxyl and piperazinyl groups within the crystal lattice of levodropropizine. 0 1996 Wdey-Liss, Inc.