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: zhouwc
sipi.com.cn
L. Mao, Z. Wang, Y. Li, X. Han, W. Zhou, Synlett, 2011, 129-133.
DOI: 10.1055/s-0030-1259099
Abstract
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
