Concise and efficient syntheses of methyl 4-(1-methylpyrrolidin-2-yl)-3-oxobutanoate and hygrine
Concise and efficient syntheses of methyl 4-(1-methylpyrrolidin-2-yl)-3-oxobutanoate and hygrine
复制标题
4-(1-甲基吡咯烷-2-基)-3-氧代丁酸甲酯和hygrine的简洁高效合成
DOI：
10.1139/cjc-2019-0442
复制
发表时间：
2020-04-01
影响因子：
1.1
通讯作者：
Huang, Sheng-Xiong
中科院分区：
文献类型：
--
作者：
Ma, Xiao-Yan;Huang, Jian-Ping;Huang, Sheng-Xiong
4-（1-甲基吡咯烷-2-基）-3-氧代丁酸甲酯和海格林是重要的托烷类生物碱的生物合成中间体。我们发展了一种从关键中间体N-乙基吡咯啉阳离子合成这两种化合物的简便方法。由市售的4，4-二乙氧基丁胺经四步和六步反应制得4-（1-甲基吡咯烷-2-基）-3-氧代丁酸甲酯和氢化喹啉，总收率分别为0.142%和25%。
Methyl 4-(1-methylpyrrolidin-2-yl)-3-oxobutanoate and hygrine are important biosynthetic intermediates for tropane alkaloids. We have developed a concise method to synthesize these two compounds from the key intermediate N-n ethylpyrrolinium cation. Methyl 4-(1-methylpyrrolidin-2-yl)-3-oxobutanoate and hygrine were obtained in four and six steps from commercially available 4,4-diethoxybutylamine with overall yields 0142% and 25%, respectively.