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Ynamides (MYMsA and MYTsA) are stable，easy to handle, and able to avoid racemization during the activation of carboxylic acid and formation of amide bond.
Ynamides (MYTsA and MYMsA, Fig. 1) are a type of reagents, developed by Dr. Junfeng Zhao, for direct condensation of acids followed by amines.
- Can be prepared easily from readily available chemicals and are stable to air and moisture
- Able to avoid racemization during the activation of carboxylic acid and formation of amide bond
- Have low molecular weights ((MYTsA 209; MYMsA 133), highlighting their atom-economic advantage
Fig. 1 Ynamides
Simple amide synthesis
Peptide synthesis and peptide fragment condensation: Ynamides can be used alone without the assistance of any additive or catalyst 
Macrolactonization: Ynamides can avoid the racemization/epimerization of seco-acids containing an α-chirality center, and the E/Z isomerization of α,β-unsaturated seco-acids 
One-pot condensation of carboxylic acids with nucleophilic hydroxyl species 
Thioamides and thiopeptides synthesis: Thioacylating reagents developed based on Ynamides can be used for thioamides synthesis. Also, they can be employed to incorporate a thioamide bond into the peptide backbone in a site-specific manner [4-5]
Fig. 2 Ynamides’ applications
- Long Hu, Silin Xu, Zhenguang Zhao, Yang Yang, Zhiyuan Peng, Ming Yang, Changliu Wang, Junfeng Zhao. J. Am. Chem. Soc. 2016, 138, 13135-13138.
- Ming Yang, Xuewei Wang, Junfeng Zhao. ACS Catal. 2020, 10, 5230-5235.
- Xuewei Wang, Yang Yang, Yongli Zhao, Sheng Wang, Wenchang Hu, Jinmei Li, Zihao Wang, Fengling Yang, and Junfeng Zhao. J. Org. Chem. 2020, 85, 6188-6194.
- Jinhua Yang, Changliu Wang, Silin Xu, Junfeng Zhao. Angew. Chem. Int. Ed. 2019, 58, 1382-1386.
- Jinhua Yang, Changliu Wang, Chaochao Yao, Chunqiu Chen, Yafang Hu, Guifeng He, and Junfeng Zhao. J. Org. Chem. 2020, 85, 1484-1494.
Dr. Zhao. Profile
He is a distinguished Professor of Jiangxi Normal University. His research interests include chemical synthesis and modification of peptides and proteins, efficient synthesis of complex polycyclic molecules.