Rapid access to multi-substituted pyrimido[4,5-b][1,4]diazepine-2,4,6-trione and pyrimido[4,5-b][1,4]diazepine-2,4-dione as novel and versatile scaffolds for drug discovery

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• 作者：Gong Li ; Xiaowei Wang ; Chao Tian ; Tongbo Zhang ; Zhili Zhang ; Junyi Liu
• 关键词：Pyrimidodiazepine ; Pyrimido[4 ; 5-b][1 ; 4]diazepine-2 ; 4 ; 6-trione ; Pyrimido[4 ; 5-b][1 ; 4]diazepine-2 ; 4-dione
• 刊名：Tetrahedron Letters
• 出版年：2012
• 出版时间：26 September, 2012
• 年：2012
• 卷：53
• 期：39
• 页码：5193-5196
• 全文大小：406 K

文摘

A novel pyrimido[4,5-b][1,4]diazepine-2,4,6-trione was synthesized with an efficient strategy. Especially, the key intermediate 2,4-dimethoxypyrimido[4,5-b][1,4]diazepin-6-one was promoted by one pot tandem reduction-cyclization with Na₂S₂O₄. Subsequently, reduction of lactams 6 with LiAlH₄ afforded a more flexible scaffold of pyrimidodiazepines. The synthetic strategy was versatile since it facilitated the sequential functionalization on the pyrimidodiazepine at three positions. Thus a convenient and effective method for the rapid preparing of multi-substituted pyrimido[4,5-b][1,4]diazepines was developed.