8β-tert-butyl-trans-decahydroquinoline | 68366-99-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉类
• 英文名称: 8β-tert-butyl-trans-decahydroquinoline
• 英文别名: 8β-t-butyl-trans-decahydroquinoline；(4aR,8R,8aR)-8-tert-butyl-1,2,3,4,4a,5,6,7,8,8a-decahydroquinoline
• CAS: 68366-99-4；68367-00-0；68367-24-8；81667-75-6；84307-58-4
• 化学式: C₁₃H₂₅N
• 分子量: 195.348
• InChiKey: MZMRXBLCVDSUQJ-GRYCIOLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  8β-tert-butyl-trans-decahydroquinoline 在 亚硝酸乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 N-nitroso-8β-tert-butyl-trans-decahydroquinoline
  参考文献：
  名称：

  N-Nitrosodecahydroquinolines. Conformational analysis by carbon-13 nuclear magnetic resonance spectroscopy

  摘要：

  DOI：

  10.1021/jo01303a036
• 作为产物：
  描述：

  8-t-butyl-2,3,4,4a,5,6,7,8-octahydroquinoline 在 镍 氢气 作用下， 以 乙醇 为溶剂， 以84%的产率得到8β-tert-butyl-trans-decahydroquinoline
  参考文献：
  名称：

  N-Nitrosodecahydroquinolines 3-Nitrogen-15 Nuclear Magnetic Resonance Spectra

  摘要：

  Abstract15N Chemical shifts of N‐nitroso‐trans‐decahydroquinoline, N‐nitroso‐cis‐decahydroquinoline, of 12 methyl‐or t‐butyl‐substituted N‐nitrosodecahydroquinolines and of N‐nitroso‐trans‐syn‐trans‐perhydroacridine are reported. Shift effects for N‐nitrosation were calculated by comparison with the parent amines. Shift effects for ring substitution, obtained by comparison with the data of N‐nitrosopiperidine, are of similar direction and magnitude as in the parent amines for the ring nitrogens (N‐1). Methyl substitution nearly always causes deshielding for the nitroso nitrogens (N‐2), with a very large deshielding if the planarity of the (C‐α)2NNO region is disturbed.

  DOI：

  10.1002/mrc.1270190312

文献信息

• N-Nitrosodecahydroquinolines. Conformational analysis by carbon-13 nuclear magnetic resonance spectroscopy
  作者：Friedrich W. Vierhapper

  DOI：10.1021/jo01303a036

  日期：1980.7
• N-Nitrosodecahydroquinolines 3-Nitrogen-15 Nuclear Magnetic Resonance Spectra
  作者：Friedrich W. Vierhapper、Puliyur R. Srinivasan

  DOI：10.1002/mrc.1270190312

  日期：1982.7

  Abstract15N Chemical shifts of N‐nitroso‐trans‐decahydroquinoline, N‐nitroso‐cis‐decahydroquinoline, of 12 methyl‐or t‐butyl‐substituted N‐nitrosodecahydroquinolines and of N‐nitroso‐trans‐syn‐trans‐perhydroacridine are reported. Shift effects for N‐nitrosation were calculated by comparison with the parent amines. Shift effects for ring substitution, obtained by comparison with the data of N‐nitrosopiperidine, are of similar direction and magnitude as in the parent amines for the ring nitrogens (N‐1). Methyl substitution nearly always causes deshielding for the nitroso nitrogens (N‐2), with a very large deshielding if the planarity of the (C‐α)2NNO region is disturbed.