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使用特制添加剂实现外消旋化合物的消旋化。

Deracemization of a Racemic Compound by Using Tailor-Made Additives.

作者信息

Engwerda Anthonius H J, van Schayik Pim, Jagtenberg Henjo, Meekes Hugo, Rutjes Floris P J T, Vlieg Elias

机构信息

Radboud University Nijmegen, Nijmegen, The Netherlands.

出版信息

Chemistry. 2018 Feb 26;24(12):2863-2867. doi: 10.1002/chem.201706088. Epub 2018 Feb 1.

Abstract

Viedma ripening is a process that combines abrasive grinding of a slurry of crystals with solution-phase racemization, resulting in solid-phase deracemization. One of the major disadvantages of Viedma ripening is that the desired compound needs to crystallize as a racemic conglomerate, accounting for only 5-10 % of all chiral molecules. Herein, we show that use of a chiral additive causes deracemization under conditions, in which the compound normally crystallizes as a racemic compound. Although this concerns a single example, it is envisioned that through this new approach the scope of Viedma ripening can be significantly expanded.

摘要

维德马熟化是一个将晶体浆液的研磨与溶液相外消旋化相结合的过程,从而实现固相聚消旋。维德马熟化的一个主要缺点是,所需化合物需要以外消旋聚集体的形式结晶,而这仅占所有手性分子的5%-10%。在此,我们表明,使用手性添加剂可在该化合物通常以外消旋化合物形式结晶的条件下实现聚消旋。尽管这只是一个单一的例子,但可以预想,通过这种新方法,维德马熟化的范围可以得到显著扩展。

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