Synthesis of Protected Tetrapeptide, N-o-Ns-N(Me)-Val-N(Me)-Val-N(Me)-Val-N(Me)-Phe-O^tBu  

作　　者：陈宏亮 冯亚青 孟舒献 刘新刚 

机构地区：[1]School of Chemical Engineering and Technology, Tianjin University

出　　处：《Transactions of Tianjin University》2006年第5期364-368,共5页天津大学学报（英文版）

摘　　要：The protected tetrapeptide, N-o-Ns-N （ Me ） -Val-N （ Me ） -Val-N （ Me ） -Val- N （ Me ） -Phe- OtBu, was prepared from L-valine and L-phenylalanine. Ted-butyl acetate and HClO4 were used to protect carbonyl group, o-nitrobenzenesulfonyl chloride and triethyl amine were used to protect amino group, and N-alkylation was finished with iodomethane. Then the protected amino acid was turned into acid chloride which was taken as coupling reagent. After 14 steps, such as protection, alkylation, deprotection and coupling, the protected tetrapeptide was obtained with a yield of 26.9%. The structures of intermediates and target compound were identified with NMR spectra and high resolution mass spectra.The protected tetrapeptide, N-o-Ns-N（Me）-Val-N（Me）-Val-N（Me）-Val- N（Me）-Phe-OtBu, was prepared from L-valine and L-phenylalanine. Tert-butyl acetate and HClO4 were used to protect carbonyl group, o-nitrobenzenesulfonyl chloride and triethyl amine were used to protect amino group, and N-alkylation was finished with iodomethane. Then the protected amino acid was turned into acid chloride which was taken as coupling reagent. After 14 steps, such as protection, alkylation, deprotection and coupling, the protected tetrapeptide was obtained with a yield of 26.90/0. The structures of intermediates and target compound were identified with NMR spectra and high resolution mass spectra.

关 键 词：synthesis TETRAPEPTIDE L-VALINE L-PHENYLALANINE 

分 类 号：O629.72[理学—有机化学]