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Synthesis of deuterium-labeled DL-threo-thiamphenicol

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Abstract

A convenient and inexpensive approach for the synthesis of deuterium-labeled thiamphenicol was described. DL-threo-Thiamphenicol-methyl-d3 was prepared with high chemical purity and isotopic enrichment via a six-step process starting from 4-bromobenzaldehyde and DMSO-d6 by employing microwave-assisted copper-mediated methylthiolation and modified Wulff’s asymmetric aziridination.

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Acknowledgements

This work was supported by Foundation of the Educational Department of Liaoning Province (2019LJC16) and Program for Innovative Research Team of the Ministry of Education and Program for Liaoning Innovative Research Team in University.

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Authors and Affiliations

  1. Key Laboratory of Structure-Based Drug Design and Discovery, Ministry of Education, Shenyang Pharmaceutical University, 85 Hongliu Road, Benxi, 117004, Liaoning, People’s Republic of China

    Meihui Zhang, Lizhi Zhang, Liying Xu & Jinhua Dong

  2. Shandong Huijing Biopharmaceutical Technology Co., Ltd, 1 Lutai Road, Zibo, Shandong, 255000, People’s Republic of China

    Wei Wang & Tingchang Yan

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  1. Meihui Zhang
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  2. Lizhi Zhang
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  3. Wei Wang
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  4. Tingchang Yan
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  5. Liying Xu
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  6. Jinhua Dong
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Correspondence to Jinhua Dong.

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Zhang, M., Zhang, L., Wang, W. et al. Synthesis of deuterium-labeled DL-threo-thiamphenicol. J Radioanal Nucl Chem 324, 1463–1467 (2020). https://doi.org/10.1007/s10967-020-07155-z

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  • DOI: https://doi.org/10.1007/s10967-020-07155-z

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