Concise and efficient syntheses of methyl 4-(1-methylpyrrolidin-2-yl)-3-oxobutanoate and hygrine
Ma, Xiao-Yan1,2,3,4; Huang, Jian-Ping3,4; Yang, Jing3,4; Liu, Xingyong1,2; Hu, Xinjun5; Huang, Sheng-Xiong1,2,3,4
Corresponding AuthorHuang, Sheng-Xiong(sxhuang@mail.kib.ac.cn)
2020-04-01
Source PublicationCANADIAN JOURNAL OF CHEMISTRY
ISSN0008-4042
Volume98Issue:4Pages:191-193
AbstractMethyl 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.
Keywordmethyl 4-(1-methylpyrrolidin-2-yl)-3-oxobutanoate hygrine biosynthetic intermediate tropane alkaloid N-methylpyrrolinium cation
DOI10.1139/cjc-2019-0442
Indexed BySCI ; SCI
Language英语
WOS Research AreaChemistry
WOS SubjectChemistry, Multidisciplinary
WOS IDWOS:000522818600004
Citation statistics
Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/71462
Collection植物化学与西部植物资源持续利用国家重点实验室
Corresponding AuthorHuang, Sheng-Xiong
Affiliation1.Sichuan Univ Sci & Engn, Sch Chem Engn, Zigong 643000, Peoples R China
2.Sichuan Univ Sci & Engn, Key Lab Green Chem, Sichuan Inst Higher Educ, Zigong 643000, Peoples R China
3.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650204, Yunnan, Peoples R China
4.Chinese Acad Sci, Kunming Inst Bot, CAS Ctr Excellence Mol Plant Sci, Kunming 650204, Yunnan, Peoples R China
5.Sichuan Univ Sci & Engn, Coll Mech Engn, Zigong 643000, Peoples R China
Recommended Citation
GB/T 7714
Ma, Xiao-Yan,Huang, Jian-Ping,Yang, Jing,et al. Concise and efficient syntheses of methyl 4-(1-methylpyrrolidin-2-yl)-3-oxobutanoate and hygrine[J]. CANADIAN JOURNAL OF CHEMISTRY,2020,98(4):191-193.
APA Ma, Xiao-Yan,Huang, Jian-Ping,Yang, Jing,Liu, Xingyong,Hu, Xinjun,&Huang, Sheng-Xiong.(2020).Concise and efficient syntheses of methyl 4-(1-methylpyrrolidin-2-yl)-3-oxobutanoate and hygrine.CANADIAN JOURNAL OF CHEMISTRY,98(4),191-193.
MLA Ma, Xiao-Yan,et al."Concise and efficient syntheses of methyl 4-(1-methylpyrrolidin-2-yl)-3-oxobutanoate and hygrine".CANADIAN JOURNAL OF CHEMISTRY 98.4(2020):191-193.
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