(1R,1'R,2R,2'R,4S,4'S)-2,2'-azanediylbis(1-methyl-4-(prop-1-en-2-yl)cyclohexanol) | 1202006-45-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,1'R,2R,2'R,4S,4'S)-2,2'-azanediylbis(1-methyl-4-(prop-1-en-2-yl)cyclohexanol)
• 英文别名: (1R,2R,4S)-2-[[(1R,2R,5S)-2-hydroxy-2-methyl-5-prop-1-en-2-ylcyclohexyl]amino]-1-methyl-4-prop-1-en-2-ylcyclohexan-1-ol
• CAS: 1202006-45-8
• 化学式: C₂₀H₃₅NO₂
• 分子量: 321.503
• InChiKey: AIERPXQKTCNSNK-VTYCOLDWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  52.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (1R,2R,4S)-2-amino-1-methyl-4-(prop-1-en-2-yl)cyclohexanol 、 (−)-氧化柠檬烯（顺反异构体混合物） 反应 48.0h， 以64%的产率得到(1R,1'R,2R,2'R,4S,4'S)-2,2'-azanediylbis(1-methyl-4-(prop-1-en-2-yl)cyclohexanol)
  参考文献：
  名称：

  A convenient synthesis of new diamine, amino alcohol and aminophosphines chiral auxiliaries based on limonene oxide

  摘要：

  A strategy for the synthesis of new chiral auxiliaries based upon vicinal diamines, amino alcohols and aminophosphines, obtained from limonene oxide, has been developed. The methodology allows the preparation of (1R,2R,4S)-1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diamine starting from a commercially available mixture of cis/trans (4S)-(-)-limonene oxides, through a stereoconvergent synthetic sequence. The process starts from an inexpensive naturally occurring material, is amenable to scale-up and allows easy access to highly useful enantiopure building blocks and ligands, employed in asymmetric catalysis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.08.012