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通过拆分循环过程高效制备(R)-2-氯扁桃酸。

Efficient preparation of (R)-2-chloromandelic acid via a recycle process of resolution.

作者信息

Hu Yu, Wu Chang, Wu Xue-Ying, Li Shao-Lei, Sun Xiao-Xia, Tang Ze-Biao

机构信息

Department of Chemistry and Education Center for Basic Chemistry Experiments, Nanchang University, Nanchang, P.R. China.

出版信息

Chirality. 2015 Mar;27(3):281-5. doi: 10.1002/chir.22427. Epub 2015 Jan 30.

DOI:10.1002/chir.22427
PMID:25640306
Abstract

Efficient preparation of (R)-2-chloromandelic acid based on a recycle process of resolution is described. In the process, the desired was obtained by coordination-mediated resolution with D-O,O'-di-(p-toluoyl)-tartaric acid in the presence of Ca(2+) . Meanwhile, the undesired could be racemized in the presence of sodium hydroxide and the product was suitable for further resolution. A carbanion mechanism for the racemization of is proposed.

摘要

描述了基于拆分循环过程高效制备(R)-2-氯扁桃酸的方法。在此过程中，通过在Ca(2+)存在下用D-O,O'-二-(对甲苯甲酰基)-酒石酸进行配位介导拆分得到所需产物。同时，不需要的产物在氢氧化钠存在下可外消旋化，且该产物适合进一步拆分。提出了一种关于外消旋化的碳负离子机理。

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