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A Convenient Synthesis of Amino Acid Arylamides Utilizing Methanesulfonyl Chloride and N-Methylimidazole

Liguang Mao, Zhenyu Wang, Yongjia Li, Xiqian Han, Weicheng Zhou*

*State Key Lab of New Drug & Pharmaceutical Process, Shanghai Institute of Pharmaceutical Industry, 1111 Zhongshanbeiyi Road, Shanghai 200437, P. R. of China, Email:

L. Mao, Z. Wang, Y. Li, X. Han, W. Zhou, Synlett, 2011, 129-133.

DOI: 10.1055/s-0030-1259099


N-Cbz-protected amino acids reacted with various aryl amines in the presence of methanesulfonyl chloride and N-methylimidazole in dichloromethane to give the corresponding arylamides in high yields without racemization under these mild conditions.

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Key Words

amino acid arylamides, N-Cbz-protected amino acids, condensation, steric hindrance, enantioretention

ID: J60-Y2011-0140