(R)-7-Propyl-1,5,6,7-tetrahydro-azepin-2-one | 920749-99-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吖庚因类
• 英文名称: (R)-7-Propyl-1,5,6,7-tetrahydro-azepin-2-one
• 英文别名: (7R)-7-Propyl-1,5,6,7-tetrahydro-2H-azepin-2-one；(2R)-2-propyl-1,2,3,4-tetrahydroazepin-7-one
• CAS: 920749-99-1
• 化学式: C₉H₁₅NO
• 分子量: 153.224
• InChiKey: GVMZKXQESLKQFB-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  Pent-4-enoic acid {(R)-1-[(E)-2-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-vinyl]-butyl}-amide 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 二氯苯酚溴酯 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以30%的产率得到(R)-7-Propyl-1,5,6,7-tetrahydro-azepin-2-one
  参考文献：
  名称：

  Cleavage of a chiral auxiliary using RCM on an especially sterically crowded alkene: Syntheses of chiral carbo- and heterocycles

  摘要：

  Chiral 1,5-, 1,6-, and 1,7-dienes generated in 3-4 steps from chiral auxiliary p-menthane-3-carboxaldehyde undergo RCM with notable discrepancies in reactivity depending on the nature and number of substituents flanking the central double bond. The chiral auxiliary is thus cleaved releasing a carbo- or heterocycle in the process. Special features concerning the RCM on these especially crowded systems are discussed. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.07.028

文献信息

• Cleavage of a chiral auxiliary using RCM on an especially sterically crowded alkene: Syntheses of chiral carbo- and heterocycles
  作者：Claude Spino、Luc Boisvert、Jasmin Douville、Stéphanie Roy、Sophie Lauzon、Joannie Minville、David Gagnon、Francis Beaumier、Christine Chabot

  DOI：10.1016/j.jorganchem.2006.07.028

  日期：2006.12

  Chiral 1,5-, 1,6-, and 1,7-dienes generated in 3-4 steps from chiral auxiliary p-menthane-3-carboxaldehyde undergo RCM with notable discrepancies in reactivity depending on the nature and number of substituents flanking the central double bond. The chiral auxiliary is thus cleaved releasing a carbo- or heterocycle in the process. Special features concerning the RCM on these especially crowded systems are discussed. (c) 2006 Elsevier B.V. All rights reserved.