二肽手性胺的液相合成及表征

Liquid Phase Synthesis and Characterization of Dipeptide Chiral Amine

报道一种二肽手性胺类化合物的简便合成方法。采用缩合剂苯并三氮唑-N,N,N＇,N＇-四甲基脲六氟磷酸盐（HBTU）缩合生成酰胺的方法,以N,N-二异丙基乙胺（DIEA）为催化剂,手性氨基酸Boc-L-丙氨酸、N-Boc-L-苯甘氨酸、Boc-L-苯丙氨酸和取代苄胺为原料,按照由C端向N端依次接肽的合成策略,采用液相法合成6个二肽手性胺,收率达到45.75%-77.82%,经IR,^1H NMR,^13C NMR,^19F NMR及元素分析对所合成的化合物进行了结构确认和表征。

A simple and effective way to prepare dipeptide chiral amine compounds was put forward. The title compounds were prepared via the condensation acylation reaction of chiral amino acids（ Boc- L- alanine,N- Boc- L-phenylglycine and Boc- L- phenylalanine） and substituted benzyl amine with o- Benzotriazol- 1- yl- N,N,N＇,N＇-tetramethyluronium hexafluorophosphate（ HBTU） as condensing agent and N,N- Diisopropylethylamine（ DIEA） as catalyst. In accordance with the synthetic strategy by C- side to the N- side in turn connected to the peptide,They were synthesized by liquid method with yield of 45. 75% - 77. 82%. Their structures were clearly established by elemental analysis,IR,1H NMR,13 C NMR and19 F NMR spectra.