Hu Chen, Ruan Zhizhong, Ding Haixin, Zhou Yirong, Xiao Qiang
Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, China.
Molecules. 2017 Apr 17;22(4):643. doi: 10.3390/molecules22040643.
In the present paper, we report an expedient total synthesis of triciribine, a tricyclic 7-deazapurine nucleoside and protein kinase B (AKT ) inhibitor, in 35% overall yield. Our synthesis route features a highly regioselective substitution of 1--Boc-2-methylhydrazine and a trifluoroacetic acid catalyzed one-pot transformation which combined the deprotection of the -butylcarbonyl (Boc) group and ring closure reaction together to give a tricyclic nucleobase motif.
在本论文中,我们报道了三嗪核甙(一种三环7-脱氮嘌呤核苷和蛋白激酶B(AKT)抑制剂)的简便全合成方法,总产率为35%。我们的合成路线的特点是1-叔丁氧羰基-2-甲基肼的高度区域选择性取代以及三氟乙酸催化的一锅法转化反应,该反应将叔丁基羰基(Boc)基团的脱保护反应和环化反应结合在一起,生成一个三环核碱基基序。