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J Chromatogr A. 2012 Sep 21;1256:261-6. doi: 10.1016/j.chroma.2012.07.079. Epub 2012 Aug 1.
Preparative SFC is rapidly becoming the preferred separation technology for enantioseparations in pharmaceutical discovery. Traditional SFC modifiers for chiral resolutions include methanol, ethanol, isopropanol and occasionally acetonitrile. Under preparative conditions poor racemate solubility in these solvents can lead to poor peak shape and low purification throughput. This paper discusses the applicability of mixtures of non-traditional modifiers such as dichloromethane and tetrahydrofuran with methanol and immobilized chiral stationary phases (CSPs) for the routine analytical and preparative enantioseparations of pharmaceutical racemates. It was shown that the addition of dichloromethane or tetrahydrofuran did not result in lower average selectivity for the analytical separation of a series of racemates, but for individual racemates there were instances of drastic increases and decreases in selectivity relative to methanol modifier and coated CSPs when non-traditional modifiers and immobilized CSPs were used. While the use of methanol/dichloromethane modifier mixtures with immobilized CSPs was not shown to be as universal compared to traditional modifiers and coated CSPs, the use of methanol/dichloromethane modifier mixtures with immobilized CSPs was shown to improve purification throughput drastically for racemates with poor methanol solubility.
制备型超临界流体制备技术(SFC)正迅速成为药物研发中手性拆分的首选分离技术。传统的 SFC 手性拆分用改性剂包括甲醇、乙醇、异丙醇,偶尔也使用乙腈。在制备条件下,这些溶剂中较差的外消旋体溶解度会导致较差的峰形和较低的纯化通量。本文讨论了非传统改性剂(如二氯甲烷和四氢呋喃)与甲醇和固定化手性固定相(CSP)的混合物在药物外消旋体的常规分析和制备手性拆分中的适用性。结果表明,添加二氯甲烷或四氢呋喃并不会降低一系列外消旋体分析分离的平均选择性,但对于个别外消旋体,与甲醇改性剂和涂覆 CSP 相比,使用非传统改性剂和固定化 CSP 时,选择性会出现急剧增加和降低的情况。虽然与传统改性剂和涂覆 CSP 相比,使用甲醇/二氯甲烷改性剂混合物与固定化 CSP 并不具有普遍性,但对于甲醇溶解度较差的外消旋体,使用甲醇/二氯甲烷改性剂混合物与固定化 CSP 可显著提高纯化通量。