Synthesis of new aminocyclitols by selective epoxidation of N-benzyl-N-methyl-2-cyclohepten-1-amine and tert-butyl 4-[benzyl(methyl)amino]-2,3,4,7-tetrahydro-1H-azepine-1-carboxylate

被引：0
|
作者：
E. A. Larin
V. S. Kochubei
Yu. M. Atroshchenko
机构：
[1] Joint Stock Co “New Scientific Technologies,
[2] ”,undefined
[3] Tolstoi Tula State Pedagogical University,undefined
来源：
Russian Journal of Organic Chemistry | 2014年 / 50卷
关键词：
Benzyl; Epoxide; NOESY Spectrum; Allyl Alcohol; Sodium Hydrogen Carbonate;
D O I：
暂无
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学科分类号：
摘要：
Synthesis of N-benzyl-N-methyl-2-cyclohepten-1-amine and tert-butyl 4-[benzyl(methyl)amino]-2,3,4,7-tetrahydro-1H-azepine-1-carboxylate from cyclic allyl acetates was performed. The features of stereoselective epoxidation of these substrates were investigated. The subsequent epoxide opening with water led to the formation of new pseudosaccharides, (1RS,2RS,3RS)-3-[benzyl(methyl)amino]-1,2-cycloheptanediol, (1RS,2RS,3SR)-3-[benzyl(methyl)amino]-1,2-cycloheptanediol, and (3RS,4RS,5RS)-3-[benzyl(methyl)amino]-4,5-azepanediol.
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页码：251 / 256
页数：5
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