Enabling Enantiopurity: Combining Racemization and Dual-Drug Co-crystal Resolution

Abstract

A new process methodology to obtain enantiopure (S)-Ibuprofen has been designed. Starting from racemic Ibuprofen, co-crystallization with Levetiracetam is used as a resolution tool to obtain only the target enantiomer, (S)-Ibuprofen, in the solid state. The resulting mother liquor, enriched in (R)-Ibuprofen, is recovered and submitted to a racemization cycle, after which another co-crystallization step is introduced. Levetiracetam can be recovered from the co-crystal phase and reused, resulting in an economical use of the resolution agent. Overall, a novel approach to transform a racemic compound into enantiopure material has been developed.

Cocrystals of Praziquantel: Discovery by Network-Based Link Prediction

“…The latter approach has previously been shown to be a viable strategy for achieving enantiomerically pure substances. 25 − 27 Therefore, the exploration of new cocrystals of racemic compounds with both achiral and chiral coformers can yield new forms relevant for chiral separation.…”

Cocrystal design by network-based link prediction

“…21 Furthermore, it has recently been shown how enantiospecific cocrystals (i.e. a cocrystal that is formed preferentially with one of the enantiomers by the addition of a chiral coformer) can be used to separate a racemic compound forming molecule, 22,23 essentially being the neutral analogue of the widely used resolution via diastereomeric salts. Hence, cocrystallization also has large potential for applications regarding chirality, and could become a key element in enabling resolution.…”

Co-crystals of Praziquantel: Discovery by Network-Based Link Prediction

“…The latter approach has previously been shown to be a viable strategy for achieving enantiomerically pure substances. [25][26][27] Figure 1: Praziquantel. Praziquantel 28 (PZQ; Figure 1) is an anthelmintic drug used in the preventive treatment against schistosomiasis, a disease caused by parasitic flatworms, and suffers from a number of the abovementioned issues.…”