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Synthesis of protected aminoalkyl sulfinyl dilactones from α-amino acids

Gang Fu, Xiao-Min Zou, Yi-Qiu Fu, Ke Mou, Chao Ma, Yang Lu, Ping Xu*   

  1. Department of Medicinal Chemistry, State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100083, China
  • Received:2007-02-16 Revised:2007-05-10 Online:2007-06-15 Published:2007-06-15
  • Contact: Ping Xu*

Abstract: Aim To synthesize protected aminoalkyl sulfinyl dilactones which were useful as the synthetic intermediates or the Cterminal pharmacophores of potential peptidomimetic proteasome inhibitors. Methods Organic reactions such as reduction, oxidation, olefination, and dihydroxylation were used. Results A convenient synthetic procedure to afford a series of aminoalkyl sulfinyl dilactones was presented, which would be useful in the synthesis of five- or six-member sulfinyl dilactones. Conclusion Four aminoalkyl sulfinyl dilactones connecting different α-amino acids were synthesized.

Key words: Proteasome inhibitors, Proteasome inhibitors, Protected aminoalkyl sulfinyl dilactone, Protected aminoalkyl sulfinyl dilactone, Synthesis, Synthesis

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