((R)-5-Isopropenyl-2-methyl-cyclohex-1-enyl)-((S)-1-phenyl-ethyl)-amine | 148706-51-8

• 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: ((R)-5-Isopropenyl-2-methyl-cyclohex-1-enyl)-((S)-1-phenyl-ethyl)-amine
• 英文别名: (5R)-2-methyl-N-[(1S)-1-phenylethyl]-5-prop-1-en-2-ylcyclohexen-1-amine
• CAS: 148706-51-8
• 化学式: C₁₈H₂₅N
• 分子量: 255.403
• InChiKey: XNOGYRRGPYZOJO-DOTOQJQBSA-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：

  dicyclohexylammonium 2-(diethoxyphosphoryl)acrylate 、 ((R)-5-Isopropenyl-2-methyl-cyclohex-1-enyl)-((S)-1-phenyl-ethyl)-amine 在 Dowex 50W 作用下， 以 苯 、 水 、 丙酮 为溶剂， 反应 48.0h， 以85%的产率得到(2S)-2-(diethoxyphosphoryl)-3-[(1R,4R)-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：

  (R)-二氢香芹酮 、 (S)-(-)- α-甲基苄胺 以 甲苯 为溶剂， 生成 ((R)-5-Isopropenyl-2-methyl-cyclohex-1-enyl)-((S)-1-phenyl-ethyl)-amine
  参考文献：
  名称：

  Application of the tandem Stryker reduction–aldol cyclization strategy to the asymmetric synthesis of lucinone

  摘要：

  The tandem conjugate reduction-aldol cyclization using Stryker's reagent has been employed as the key-step in an asymmetric total synthesis of lucinone. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00638-4

文献信息

• Application of the tandem Stryker reduction–aldol cyclization strategy to the asymmetric synthesis of lucinone
  作者：Pauline Chiu、Chun Pong Szeto、Zhe Geng、Kin Fai Cheng

  DOI：10.1016/s0040-4039(01)00638-4

  日期：2001.6

  The tandem conjugate reduction-aldol cyclization using Stryker's reagent has been employed as the key-step in an asymmetric total synthesis of lucinone. (C) 2001 Elsevier Science Ltd. All rights reserved.
• 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.