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Convenient primary amidation of N-protected phenylglycine and dipeptides without racemization or epimerization
Authors:Takuya Noguchi  Seunghee JungNobuyuki Imai
Institution:Faculty of Pharmacy, Chiba Institute of Science, 15-8 Shiomi-cho, Choshi, Chiba 288-0025, Japan
Abstract:Primary amidation of N-protected phenylglycine and dipeptide proceeded easily to afford the corresponding amides in 57–95% yields with 99% ee and 81–99% de, respectively. The procedure is very easy to avoid racemization and epimerization of the products in the reactions by keeping exactly the reaction temperature at −15 °C when the activation of carboxylic acids, followed by the reaction of the mixed carbonic carboxylic anhydride with NH4Cl.
Keywords:Phenylglycine  Dipeptide  Ethyl chloroformate  Without racemization  Without epimerization
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