(5S)-2-methyl-N-[(1S)-1-phenylethyl]-5-prop-1-en-2-ylcyclohexen-1-amine | 215960-01-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (5S)-2-methyl-N-[(1S)-1-phenylethyl]-5-prop-1-en-2-ylcyclohexen-1-amine
• CAS: 215960-01-3
• 化学式: C₁₈H₂₅N
• 分子量: 255.403
• InChiKey: XNOGYRRGPYZOJO-RDJZCZTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 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：

  (5S)-2-methyl-N-[(1S)-1-phenylethyl]-5-prop-1-en-2-ylcyclohexen-1-amine 、 dicyclohexylammonium 2-(diethoxyphosphoryl)acrylate 在 Dowex 50W 作用下， 以 苯 、 水 、 丙酮 为溶剂， 反应 48.0h， 生成 2-(diethoxyphosphoryl)-3-(4-isopropenyl-1-methyl-2-oxocyclohexyl)propanoic acid 、 2-(diethoxyphosphoryl)-3-(4-isopropenyl-1-methyl-2-oxocyclohexyl)propanoic acid
  参考文献：
  名称：

  Asymmetric synthesis of enantiomerically pure 7-isopropenyl-4a-methyl-3-methyleneoctahydrochromen-2-ones

  摘要：

  Four stereoisomers of 7-isopropenyl-4a-methyl-3-methyleneoctahydrochromenon-2-one have been obtained for the first time. The key step of the synthesis involves asymmetric Michael addition of chiral enamines derived from dihydrocarvone to acrylate 1. Absolute configurations were established by X-ray analysis. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.10.039
• 作为产物：
  描述：

  (S)-(-)- α-甲基苄胺 、 dihydrocarvone 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以90%的产率得到(5S)-2-methyl-N-[(1S)-1-phenylethyl]-5-prop-1-en-2-ylcyclohexen-1-amine
  参考文献：
  名称：

  Asymmetric synthesis of enantiomerically pure 7-isopropenyl-4a-methyl-3-methyleneoctahydrochromen-2-ones

  摘要：

  Four stereoisomers of 7-isopropenyl-4a-methyl-3-methyleneoctahydrochromenon-2-one have been obtained for the first time. The key step of the synthesis involves asymmetric Michael addition of chiral enamines derived from dihydrocarvone to acrylate 1. Absolute configurations were established by X-ray analysis. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.10.039

文献信息

• Asymmetric synthesis of enantiomerically pure 7-isopropenyl-4a-methyl-3-methyleneoctahydrochromen-2-ones
  作者：Henryk Krawczyk、Marcin Śliwiński、Jacek Kędzia、Jakub Wojciechowski、Wojciech M. Wolf

  DOI：10.1016/j.tetasy.2007.10.039

  日期：2007.11

  Four stereoisomers of 7-isopropenyl-4a-methyl-3-methyleneoctahydrochromenon-2-one have been obtained for the first time. The key step of the synthesis involves asymmetric Michael addition of chiral enamines derived from dihydrocarvone to acrylate 1. Absolute configurations were established by X-ray analysis. (c) 2007 Elsevier Ltd. All rights reserved.