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Installation of d3-methyl group to drugs by continuous-flow solid-phase synthesis

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  • Wei Ou

    (Shenzhen University, International Collaborative Laboratory of 2D Materials for Optoelectronics Science and Technology of Ministry of Education, Institute of Microscale Optoelectronics
    Shenzhen University, Shenzhen Key Laboratory of 2D Metamaterials for Information Technology)

  • Hao Hou

    (Shenzhen University, International Collaborative Laboratory of 2D Materials for Optoelectronics Science and Technology of Ministry of Education, Institute of Microscale Optoelectronics)

  • Ying Tao

    (Shenzhen University, International Collaborative Laboratory of 2D Materials for Optoelectronics Science and Technology of Ministry of Education, Institute of Microscale Optoelectronics)

  • Qiyuan Wang

    (Yangzhou University, College of Chemistry and Chemical Engineering)

  • Taoran Chen

    (Shenzhen University, International Collaborative Laboratory of 2D Materials for Optoelectronics Science and Technology of Ministry of Education, Institute of Microscale Optoelectronics)

  • Jie Wang

    (Shenzhen University, International Collaborative Laboratory of 2D Materials for Optoelectronics Science and Technology of Ministry of Education, Institute of Microscale Optoelectronics)

  • Wei Liu

    (Shenzhen University, International Collaborative Laboratory of 2D Materials for Optoelectronics Science and Technology of Ministry of Education, Institute of Microscale Optoelectronics)

  • Qingzhu Xu

    (Yangzhou University, College of Chemistry and Chemical Engineering)

  • Lei Yu

    (Yangzhou University, College of Chemistry and Chemical Engineering)

  • Bin Liu

    (City University of Hong Kong, Department of Materials Science and Engineering
    City University of Hong Kong, Department of Chemistry, Hong Kong Institute of Clean Energy (HKICE) & Center of Super-Diamond and Advanced Films (COSDAF))

  • Chenliang Su

    (Shenzhen University, International Collaborative Laboratory of 2D Materials for Optoelectronics Science and Technology of Ministry of Education, Institute of Microscale Optoelectronics
    Shenzhen University, Shenzhen Key Laboratory of 2D Metamaterials for Information Technology)

Abstract

The d3-methyl group, which combines the “magic methyl effect” and the deuterium effect, is highly sought after by medicinal chemists, resulting in the development of various d3-methyl reagents derived from low-cost, readily available CD3OD. However, a universally applicable, cost-effective, easily accessible and handleable, highly active, and recyclable d3-methyl reagent remains elusive. Herein, we design a thianthrene-based organic polymer (TT-OP) that shows the ability of capturing and releasing the d3-methyl reagent. This polymer demonstrates excellent loading capacity, scalability, and stability. Utilizing this developed heterogeneous d3-methyl reagent (TT-OP-CD3), we achieve selective d3-methylation of over 35 biologically active molecules d3-at oxygen, nitrogen, sulfur, and carbon sites—transformations that are very challenging to be realized by other methods. Finally, we establish an automated platform for high-throughput, scalable d3-methylation of pharmaceutical molecules by integrating solid-phase synthesis with continuous-flow, demonstrating its sustainability and practicality for drug synthesis.

Suggested Citation

  • Wei Ou & Hao Hou & Ying Tao & Qiyuan Wang & Taoran Chen & Jie Wang & Wei Liu & Qingzhu Xu & Lei Yu & Bin Liu & Chenliang Su, 2025. "Installation of d3-methyl group to drugs by continuous-flow solid-phase synthesis," Nature Communications, Nature, vol. 16(1), pages 1-8, December.
    • Handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-025-65810-z
    DOI: 10.1038/s41467-025-65810-z
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