2-Benzyl-2-aza-spiro[4.5]decan-3-one | 116725-67-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: 2-Benzyl-2-aza-spiro[4.5]decan-3-one
• 英文别名: 2-Benzyl-2-azaspiro[4.5]decan-3-one
• CAS: 116725-67-8
• 化学式: C₁₆H₂₁NO
• 分子量: 243.349
• InChiKey: VYCMUYACNRCBMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (±)-N-benzylcyclohex-1-ene-1-methanamine 在 六正丁基二锡 、 N,N-二异丙基乙胺 、 sodium iodide 作用下， 以 二氯甲烷 、 乙腈 、 苯 为溶剂， 反应 12.0h， 生成 2-Benzyl-2-aza-spiro[4.5]decan-3-one
  参考文献：
  名称：

  Atom-transfer annulations in heterocycle synthesis. An efficient synthesis of (-)-trachelanthamidine and related ring systems

  摘要：

  DOI：

  10.1021/ja00230a044

文献信息

• Stereoselective preparation of bicyclic lactams by copper- or ruthenium-catalysed cyclization of N-allyltrichloroacetamides: a novel entry to pyrrolidine alkaloid skeletons
  作者：Hideo Nagashima、Ken-ichi Ara、Hidetoshi Wakamatsu、Kenji Itoh

  DOI：10.1039/c39850000518

  日期：——

  Cyclization of certain N-allyltrichloroacetamides provides a stereoselective method for several bicyclic lactams.

  某些N-烯丙基三氯乙酰胺的环化为几种双环内酰胺提供了立体选择方法。
• Cumyl: A Better N-Protecting Group of α-Diazo Acetamides for Intra­molecular C-H Insertion Reaction and its Application in the Synthesis of ­Pregabalin and 3-Benzyloxy Pyrrolidine
  作者：Wenhao Hu、Zhenliang Chen、Zhiyong Chen、Yaozhong Jiang

  DOI：10.1055/s-2004-829568

  日期：——

  Via intramolecular C-H insertion of N-cumyl α-diazo ­acetamides, γ-lactams were efficiently synthesized with excellent regioselectivity. A concise route for the preparation of pregabalin (79% overall yield) and 3-benzyloxy pyrrolidine (21% overall yield) were reported.

  通过 N-cumyl δ±-重氮乙酰胺的分子内 C-H 插入，以优异的区域选择性高效合成了δ-内酰胺。报告了制备普瑞巴林（总收率 79%）和 3-苄氧基吡咯烷（总收率 21%）的简明路线。
• The synthesis of baclofen and GABOB via Rh(II) catalyzed intramolecular C–H insertion of α-diazoacetamides
  作者：Zhenliang Chen、Zhiyong Chen、Yaozhong Jiang、Wenhao Hu

  DOI：10.1016/j.tet.2004.11.077

  日期：2005.2

  The synthesis of baclofen and GABOB is reported via hydrolysis of the corresponding X-ten-butyl gamma-lactams. which were obtained from Rh(II) catalyzed intramolecular C-H insertion of alpha-diazoacetamides. (C) 2004 Elsevier Ltd. All rights reserved.
• JOLLY, RAVINDER S.;LIVINGHOUSE, TOM, J. AMER. CHEM. SOC., 110,(1988) N 22, C. 7536-7538
  作者：JOLLY, RAVINDER S.、LIVINGHOUSE, TOM

  DOI：——

  日期：——
• Atom-transfer annulations in heterocycle synthesis. An efficient synthesis of (-)-trachelanthamidine and related ring systems
  作者：Ravinder S. Jolly、Tom. Livinghouse

  DOI：10.1021/ja00230a044

  日期：1988.10