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用酒石酸衍生物及其钠盐对两种具有不同用途的药物碱（外消旋麻黄碱和氯霉素碱）进行光学拆分。

Optical Resolution of Two Pharmaceutical Bases with Various Uses of Tartaric Acid Derivatives and Their Sodium Salts: Racemic Ephedrine and Chloramphenicol Base.

机构信息

Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, Hungary.

Department of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, Hungary.

出版信息

Molecules. 2022 May 13;27(10):3134. doi: 10.3390/molecules27103134.

DOI:10.3390/molecules27103134
PMID:35630614
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9147544/
Abstract

The optically active dibenzoyltartaric acid, tartaric acid, and its sodium salts were successfully applied to the optical resolution of (1,2)(1,2)-2-(methylamino)-1-phenylpropan-1-ol () and (1,2)(1,2)-2-amino-1-(4-nitrophenyl)propane-1,3-diol () as resolving agents. It was observed that both compounds' resolution using a mixture of salts of quasi-racemic resolving agents showed a change in chiral recognition under the same conditions compared to the result of the use of the single enantiomeric resolving agent. The changes are followed by detailed analytical (XRD, FTIR, and DSC) studies. Meanwhile, the DASH indexing software package was also tested on powder XRD patterns of pure initial materials and intermediate salt samples of high diastereomeric excess.

摘要

手性的二苯甲酰酒石酸、酒石酸及其钠盐成功地应用于（1,2）（1,2）-2-（甲基氨基）-1-苯基丙-1-醇（）和（1,2）（1,2）-2-氨基-1-（4-硝基苯基）丙烷-1,3-二醇（）的光学拆分，作为拆分试剂。观察到，与使用单一对映体拆分试剂的结果相比，使用准外消旋拆分试剂的盐混合物拆分这两种化合物时，手性识别发生了变化。这些变化伴随着详细的分析（XRD、FTIR 和 DSC）研究。同时，还对高非对映过量的纯初始材料和中间盐样品的粉末 XRD 图谱进行了 DASH 索引软件包测试。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/a27435f00b4f/molecules-27-03134-g020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/e788a291cec6/molecules-27-03134-g001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/092836214928/molecules-27-03134-g005.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/fad8c8351d89/molecules-27-03134-g009a.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/c86b7ff2562c/molecules-27-03134-g013.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/2961019ee01c/molecules-27-03134-g019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/a27435f00b4f/molecules-27-03134-g020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/e788a291cec6/molecules-27-03134-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/e2512d668ee3/molecules-27-03134-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/429b39a2c284/molecules-27-03134-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/2ca0dfcfda1c/molecules-27-03134-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/092836214928/molecules-27-03134-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/2db46989b0a0/molecules-27-03134-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/6131c66d2653/molecules-27-03134-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/d772e201e40d/molecules-27-03134-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/fad8c8351d89/molecules-27-03134-g009a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/f02118427372/molecules-27-03134-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/103c7523b0b5/molecules-27-03134-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/1723627bf990/molecules-27-03134-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/c86b7ff2562c/molecules-27-03134-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/26a7530892a6/molecules-27-03134-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/31512b04c422/molecules-27-03134-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/d0188124cd88/molecules-27-03134-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/f21bec43d500/molecules-27-03134-g017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/68aa3f3d1780/molecules-27-03134-g018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/2961019ee01c/molecules-27-03134-g019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f80/9147544/a27435f00b4f/molecules-27-03134-g020.jpg

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Dutch resolution of racemates and the roles of solid solution formation and nucleation inhibition.
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