首页> 外文期刊>Transactions of Tianjin University >Synthesis of Protected Tetrapeptide, N-o-Ns-N(Me)-Val-N(Me)-Val-N(Me)-Val-N(Me)-Phe-O~t Bu
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Synthesis of Protected Tetrapeptide, N-o-Ns-N(Me)-Val-N(Me)-Val-N(Me)-Val-N(Me)-Phe-O~t Bu

机译:保护性四肽N-o-Ns-N(Me)-Val-N(Me)-Val-N(Me)-Val-N(Me)-Phe-O〜t Bu的合成

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摘要

The protected tetrapeptide, N-o-Ns-N (Me)-Val-N(Me)-Val-N(Me)-Val- N (Me)-Phe O~t Bu, was prepared from L-valine and L-phenylalanine. Tert-butyl acetate and HClO_4 were used to protect carbonyl group, o-nitrobenzenesulfonyl chloride and triethyl amine were used to protect ami-no 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 percent. The structures of intermediates and target compound were identified with NMR spectra and high resolution mass spectra.
机译:由L-缬氨酸和L-苯丙氨酸制备被保护的四肽No-Ns-N(Me)-Val-N(Me)-Val-N(Me)-Val-N(Me)-Phe Ot Bu。 。用乙酸叔丁酯和HClO_4保护羰基,用邻硝基苯磺酰氯和三乙胺保护酰胺基,并用碘甲烷完成N-烷基化。然后将被保护的氨基酸转化为酰氯,将其用作偶联剂。经过保护,烷基化,脱保护和偶联等14个步骤后,获得了受保护的四肽,收率为26.9%。中间体和目标化合物的结构通过NMR光谱和高分辨率质谱鉴定。

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