光活性酮咯酸衍生物的拆分及绝对构型的测定

doi:10.3866/PKU.WHXB20020911

Acta Phys. -Chim. Sin. ›› 2002, Vol. 18 ›› Issue (09): 821-824.doi: 10.3866/PKU.WHXB20020911

• Note • Previous Articles Next Articles

The Resolution of the Optical Active Derivatives of Ketorolac and the Determination of its Absolute Configuration

Ning Jia-Cheng;Yang Ao;Guan Ye-Di;Wang Zhe-Ming;Yan Chun-Hua

College of Chemistry and Molecular Engineering; Peking University; State Key Laboratory of Rare Earth Materials Chemistry and Applications, Peking University，Beijing　100871

Received:2002-01-15 Revised:2002-02-10 Published:2002-09-15
Contact: Guan Ye-Di E-mail:gyedi@chem.pku.edu.cn

Abstract

Abstract: A pair of diastereoisomer of Pro-Obzl of keterolac amide, formed by the reaction of(±)-ketorolac and L-proline under the action of condensation agent, were resolved using column chromatography and characterized by 1H NMR, 13C NMR, IR, MS spectra and elemental analysis. The crystal structure of one diastereoisomer of the amides was determined by single crystal diffraction analysis, and the absolute configuration of which was deduced by internal reference. The crystal belongs to orthorhombic space group P212121. Crystallographic data are:a=0.896 45(1)nm, b=1.271 23(2)nm, c=2.076 21(4)nm, V=2.366 04(6)nm3, Z=4, R1=0.0464.

Key words: Ketorolac, Amide, Diastereoisomer, Resolution, Crystal structure, 　Absolute configuration

Ning Jia-Cheng;Yang Ao;Guan Ye-Di;Wang Zhe-Ming;Yan Chun-Hua. The Resolution of the Optical Active Derivatives of Ketorolac and the Determination of its Absolute Configuration[J]. Acta Phys. -Chim. Sin. 2002, 18(09), 821-824. doi: 10.3866/PKU.WHXB20020911

[1]	Yuyao Wang, Zhitao Cao, Zeyu Du, Xinxin Cao, Shuquan Liang. Research Progress of Iron-based Polyanionic Cathode Materials for Sodium-Ion Batteries [J]. Acta Phys. -Chim. Sin., 2025, 41(4): 100035-.
[2]	Xinghai Li, Zhisen Wu, Lijing Zhang, Shengyang Tao. Machine Learning Enables the Prediction of Amide Bond Synthesis Based on Small Datasets [J]. Acta Phys. -Chim. Sin., 2025, 41(2): 100010-.
[3]	Chenyue Huang, Hongfei Zheng, Ning Qin, Canpei Wang, Liguang Wang, Jun Lu. Single-Crystal Nickel-Rich Cathode Materials: Challenges and Strategies [J]. Acta Phys. -Chim. Sin., 2024, 40(9): 2308051-.
[4]	Xianhong Chen, Pengchao Ruan, Xianwen Wu, Shuquan Liang, Jiang Zhou. Crystal Structures, Reaction Mechanisms, and Optimization Strategies of MnO₂ Cathode for Aqueous Rechargeable Zinc Batteries [J]. Acta Phys. -Chim. Sin., 2022, 38(11): 2111003-.
[5]	Zijun Jing, Chen Tan Khai, Teng He, Yang Yu, Qijun Pei, Jintao Wang, Hui Wu, Ping Chen. Synthesis, Characterization, and Crystal Structure of Lithium Pyrrolide [J]. Acta Phys. -Chim. Sin., 2021, 37(11): 2009039-.
[6]	Mengxue Zhou, Ning Ren, Jianjun Zhang. Crystal Structure, Thermal Decomposition Mechanism and Properties of Lanthanide Supramolecular Complexes Based on 2, 4, 6-Trimethylbenzoic Acid and 5, 5'-Dimethyl-2, 2'-bipyridine [J]. Acta Phys. -Chim. Sin., 2021, 37(10): 2004071-.
[7]	Jing Deng,Tao Ma,Ziwei Chang,Weijing Zhao,Jun Yang. Determination of Three-Dimensional Structures of Protein Assemblies via Solid-State NMR [J]. Acta Physico-Chimica Sinica, 2020, 36(4): 1905019-.
[8]	Houbing Zou, Rammile Ettelaie, Shuai Yan, Nan Xue, Hengquan Yang. Solvent-Induced Inversion of Pickering Emulsions for In Situ Recycling of Enzyme Biocatalysts [J]. Acta Physico-Chimica Sinica, 2020, 36(10): 1910006-.
[9]	Yingxiong Wang, Manli Deng, Yongqiang Tang, Yuchun Han, Xu Huang, Yanbo Hou, Yilin Wang. Aggregation of Biodegradable Cationic Gemini Surfactants with Amide or Ester Groups [J]. Acta Physico-Chimica Sinica, 2020, 36(10): 1909046-.
[10]	Jian Li,Cong Lin,Jianhua Lin,Junliang Sun. Application of Combining X-ray Diffraction and Electron Crystallography for Determination of Complex Inorganic Crystal Structure [J]. Acta Physico-Chimica Sinica, 2020, 36(1): 1907052-.
[11]	Yuelu ZHU,Xinyang ZHAO,Qian WU,Ying CHEN,Jing ZHAO. Research Advances in C―H Bond Activation of Multitasking N-Phenoxyamides [J]. Acta Physico-Chimica Sinica, 2019, 35(9): 989-1004.
[12]	Zhimin XUE,Chuanyu YAN,Xinhui ZHAO,Dongkun YU,Tiancheng MU. How Hofmeister Ions Change the Local Environment around Thermoresponsive Polymers in Aqueous Solutions: an NMR Study [J]. Acta Phys. -Chim. Sin., 2019, 35(1): 49-57.
[13]	Yujing ZHANG,Xingchao DAI,Hongli WANG,Feng SHI. Catalytic Synthesis of Formamides with Carbon Dioxide and Amines [J]. Acta Phys. -Chim. Sin., 2018, 34(8): 845-857.
[14]	An XIE,Zhi WANG,Qiaoyu WU,Liping CHENG,Genggeng LUO,Di SUN. [Ag₂₅(SC₆H₄Prⁱ)₁₈(dppp)₆](CF₃SO₃)₇·CH₃CN (HSC₆H₄Prⁱ = 4-t-isopropylthiophenol, and dppp = 1, 3-bis(diphenyphosphino)propane) Cluster Containing a Sandwich-like Skeleton: Structural Characterization and Optical Properties [J]. Acta Phys. -Chim. Sin., 2018, 34(7): 776-780.
[15]	Youkun ZHENG,Hui JIANG,Xuemei WANG. Multiple Strategies for Controlled Synthesis of Atomically Precise Alloy Nanoclusters [J]. Acta Phys. -Chim. Sin., 2018, 34(7): 740-754.

The Resolution of the Optical Active Derivatives of Ketorolac and the Determination of its Absolute Configuration

PDF

Like

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Metrics

Recommended 0