55375-92-3Relevant articles and documents
Combining Incompatible Processes for Deracemization of a Praziquantel Derivative under Flow Conditions
Valenti, Giulio,Tinnemans, Paul,Baglai, Iaroslav,Noorduin, Willem L.,Kaptein, Bernard,Leeman, Michel,ter Horst, Joop H.,Kellogg, Richard M.
supporting information, p. 5279 - 5282 (2021/01/26)
An efficient deracemization method for conversion of the racemate to the desirable (R)-enantiomer of Praziquantel has been developed by coupling incompatible racemization and crystallization processes. By a library approach, a derivative that crystallizes as a conglomerate has been identified. Racemization occurs via reversible hydrogenation over a palladium on carbon (Pd/C) packed column at 130 °C, whereas deracemization is achieved by alternating crystal growth/dissolution steps with temperature cycling between 5–15 °C. These incompatible processes are combined by means of a flow system resulting in complete deracemization of the solid phase to the desired (R)-enantiomer (98 % ee). Such an unprecedented deracemization by a decoupled crystallization/racemization approach can readily be turned into a practical process and opens new opportunities for the development of essential enantiomerically pure building blocks that require harsh methods for racemization.
One-pot palladium-catalyzed racemization of (S)-praziquanamine: A key intermediate for the anthelmintic agent (R)-praziquantel
Yang, Zhezhou,Guo, Xiang,Xu, Shanghu,Jiao, Huirong,Tan, Zhinmin,Zhang, Fuli
, p. 122 - 130 (2017/03/01)
An one-pot palladium-catalyzed procedure for racemization of (S)-praziquanamine, which is the undesired enantiomer and produced during the resolution step for preparing the anthelmintic drug (R)-praziquantel, has been developed through dehydrogenation of
METHOD FOR THE PRODUCTION OF PRAZIQUANTEL AND PRECURSORS THEREOF
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Page/Page column 27-28, (2016/06/15)
The present invention relates to methods for the production of enantiopure or enantioenriched Praziquantel precursors and to methods for the production of enantiopure or enantioenriched Praziquantel comprising the methods for the production of the Praziquantel precursors. The present invention further relates to compounds or intermediates useful in such methods.