Journal of the Korean Magnetic Resonance Society (한국자기공명학회논문지)

Korean Magnetic Resonance Society (한국자기공명학회)
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Synthesis of Intermediates of AB-CHMINACA metabolite M2

  • Jae Wook Lee (Korea Institute of Science and Technology, Gangneung Institute, Natural product application science, KIST school, Korea Institute of Science and Technology)
  • Received : 2025.06.19
  • Accepted : 2025.08.24
  • Published : 2025.09.20
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Abstract

The key intermediate 5 of the AB-CHMINACA metabolite M2 was synthesized through a sequence of alkylation, hydrolysis, and amide coupling reactions, affording a moderate yield. In particular, the compound 2 and its regioisomer 3 were distingushed by Nuclear Overhouse Effect (NOE) experiments. In the NOE analysis, compound 3 show no NOE correlation between the methylene (CH2) and the aromatic proton, whereas compound 2 exhibited a pronounced NOE effect. The unambiguous identification of compound 2 was crucial for the synthesis of the AB-CHMINACA metabolite M2. The resulting sy nthetic metabolite will serve as a reference standard compound for the detection of illicit drugs.

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Acknowledgement

This work was supported by the Ministry of Food and Drug Safety of Korea (the synthesis project of reference materials for new psychoactive substances).

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