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Split-and-pool Synthesis and Characterization of Peptide Tertiary Amide Library
Published on: June 20, 2014
Transamidation for the Synthesis of Primary Amides at Room Temperature
Jiajia Chen1,2, Yuanzhi Xia2, Sunwoo Lee1
1Department of Chemistry, Chonnam National University, Gwangju, 61186, Republic of Korea.
Abstract:
Various primary amides have been synthesized using the transamidation of various tertiary amides under metal-free and mild reaction conditions. When (NH4)2CO3 reacts with a tertiary amide bearing an N-electron-withdrawing substituent, such as sulfonyl and diacyl, in DMSO at 25 °C, the desired primary amide product is formed in good yield with good funcctional group tolerance. In addition, N-tosylated lactam derivatives afforded their corresponding N-tosylamido alkyl amide products via a ring opening reaction.
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