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Synfacts 2006(5): 0522-0522  
DOI: 10.1055/s-2006-934404
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Solid-Phase Synthesis of Praziquantel

Contributor(s): Yasuhiro Uozumi, Takayasu Arakawa
S. El-Fayyoumy, W. Mansour, M. H. Todd*
University of Sydney, Australia and University of London, UK
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Publikationsdatum:
21. April 2006 (online)

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Significance

The first solid-phase synthesis of praziquantel via the Pictet-Spengler reaction was demonstrated. The polymer-supported linear acetal 1 was prepared from polyethylene glycol (PEG)-grafted hydroxymethyl polystyrene. The linear acetal 1 left the support as an acyliminium ion, which underwent a Pictet-Spengler reaction to generate praziquantel.