1-Butan-2-yl-2,5-dimethoxy-3,3-dimethylpiperidine | 177703-60-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-Butan-2-yl-2,5-dimethoxy-3,3-dimethylpiperidine
• 英文别名: 1-butan-2-yl-2,5-dimethoxy-3,3-dimethylpiperidine
• CAS: 177703-60-5
• 化学式: C₁₃H₂₇NO₂
• 分子量: 229.363
• InChiKey: VVCXEAPEEQMBAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Butan-2-yl-2,5-dimethoxy-3,3-dimethylpiperidine 在 sodium tetrahydroborate 、 三溴化硼 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 2-(bromomethyl)-1-s-butyl-4,4-dimethylpyrrolidine
  参考文献：
  名称：

  Boron(III) bromide-induced ring contraction of 3-oxygenated piperidines to 2-(bromomethyl)pyrrolidines

  摘要：

  3-Methoxypiperidines were converted into 2-(bromomethyl)pyrrolidines by reaction with boron(III) bromide in dichloromethane. This reaction proceeds via an intermediate bicyclic aziridinium ion and features a rare conversion of piperidines into pyrrolidines. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00191-x
• 作为产物：
  描述：

  sec-Butyl-[2,2-dimethyl-pent-4-en-(E)-ylidene]-amine 在 溴 、 sodium methylate 作用下， 生成 1-Butan-2-yl-2,5-dimethoxy-3,3-dimethylpiperidine
  参考文献：
  名称：

  Boron(III) bromide-induced ring contraction of 3-oxygenated piperidines to 2-(bromomethyl)pyrrolidines

  摘要：

  3-Methoxypiperidines were converted into 2-(bromomethyl)pyrrolidines by reaction with boron(III) bromide in dichloromethane. This reaction proceeds via an intermediate bicyclic aziridinium ion and features a rare conversion of piperidines into pyrrolidines. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00191-x

文献信息

• Boron(III) bromide-induced ring contraction of 3-oxygenated piperidines to 2-(bromomethyl)pyrrolidines
  作者：Kourosch Abbaspour Tehrani、Kris Van Syngel、Mark Boelens、Jan Contreras、Norbert De Kimpe、David W Knight

  DOI：10.1016/s0040-4039(00)00191-x

  日期：2000.4

  3-Methoxypiperidines were converted into 2-(bromomethyl)pyrrolidines by reaction with boron(III) bromide in dichloromethane. This reaction proceeds via an intermediate bicyclic aziridinium ion and features a rare conversion of piperidines into pyrrolidines. (C) 2000 Elsevier Science Ltd. All rights reserved.