新型吡嗪甲酰-L-苯丙氨酰-L-亮氨腈/缬氨腈二肽的合成

Synthesis of Novel Dipeptide of Pyrazinylformyl-L-phenylalanyl-L-leunitrile/Valnitrile

利用混合酸酐法和催化氢化经6步反应,合成了4种新型吡嗪甲酰-L-苯丙氨酰-L-亮氨腈/缬氨腈二肽,对反应条件进行了优化,利用IR、1 H NMR、13 C NMR和HR-MS对其结构进行了表征。结果表明:对于混合酸酐法,反应温度0℃,THF为溶剂,三乙胺为缚酸剂,n(氨基酸)∶n(Et3N)∶n(ClCOOEt)=1∶1.5∶1.5时,缩合反应的产率最高可达90%;对于催化氢化反应,以甲醇为溶剂,10%Pd/C为催化剂,催化剂的质量分数为30%,反应时间为30min时,氢化反应产率最高可达90%。该法原料价廉易得,操作简便,反应条件温和,产率较高。

Four novel dipeptides of pyrazinylformyl-L-phenylalanyl-L-leunitrile/valni- trile compounds were synthesized by mixed-carbonic anhydride method and catalytical hydrogenation through a six-step reaction. The structures of the obtained compounds were characterized by IR, 1H NMR, 13C NMR and HR-MS. The synthetic proce- dures have been optimized for mixed-carbonic anhydride method and cataytical hydro- genation. The yield of the product of mixed-carbonic anhydride method achieved 90 % under the optimal condition of temperature 0℃ , THF as solvent, Et3N as acid bind- ing agent, n （amino acid） ： n（Et3N） = n（C1COOEt）：1：1. 5：1. 5. And the yield of catalytical hedrogenation achieved 90% while methanol as solvent, 10% Pd/C as catalyst, 30% （mass fraction） catalyst was added and reacted for 30 min by the re- sults. The method has advantages, such as the ready availability of the starting mate- rials, easy workup procedure, mild reaction conditions, and moderate to good yields.