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Photo-On-Demand Synthesis of α-Amino Acid N-Carboxyanhydrides with Chloroform
Toshiyuki Sugimoto1, Tomoya Kuwahara1, Fengying Liang1
1Department of Chemistry, Graduate School of Science, Kobe University, 1-1 Rokkodai-cho, Nada-ku, Kobe 657-8501, Japan.
Abstract:
Amino acid N-carboxyanhydrides (NCAs) are conventionally synthesized from α-amino acids and phosgene. The present study reports in situ photo-on-demand phosgenation reactions of amino acids with CHCl3 for synthesizing NCAs. A series of NCAs were obtained on a gram scale upon photo-irradiation of a mixture solution of CHCl3 and CH3CN containing an amino acid at 60-70 °C under O2 bubbling. This method presents a safe and convenient reaction controlled by light without special apparatuses and reagents.
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