11-hydroxy-2-methyl-4-(trimethylsilyl)-1,2,4,5-tetrahydro-3H-naphtho[2,3,-e]isoindol-3-one | 929903-77-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 11-hydroxy-2-methyl-4-(trimethylsilyl)-1,2,4,5-tetrahydro-3H-naphtho[2,3,-e]isoindol-3-one
• 英文别名: 11-hydroxy-2-methyl-4-trimethylsilyl-4,5-dihydro-1H-naphtho[2,3-e]isoindol-3-one
• CAS: 929903-77-5
• 化学式: C₂₀H₂₃NO₂Si
• 分子量: 337.494
• InChiKey: OGGPZWPYTONFQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.04
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-{4-[2-(2-bromoprop-2-en-1-yl)phenyl]-4-hydroxybut-2-yn-1-yl}-N-methyl-3-(trimethylsilyl)prop-2-ynamide 在 丁基环氧乙烷 作用下， 以76%的产率得到11-hydroxy-2-methyl-4-(trimethylsilyl)-1,2,4,5-tetrahydro-3H-naphtho[2,3,-e]isoindol-3-one
  参考文献：
  名称：

  合成乳霉素的新环化策略：高度功能化杂环的新途径

  摘要：

  已经开发了一种新的热级联反应，相当于众所周知的 [2+2+2] 环加成，该反应清洁可靠且不涉及使用金属离子。这种高效的方法已被用于构建抗生素乳霉素合成模型。还报道了这种新序列用于形成呋喃的效用。

  DOI：

  10.1055/s-2006-951542

文献信息

• Model studies for the synthesis of the antibiotic lactonamycin and the discovery of new reactions and mechanisms for the construction of substituted heterocycles
  作者：Philip J. Parsons、Jonathan Board、Davide Faggiani、Peter B. Hitchcock、Lewis Preece、Alexander J. Waters

  DOI：10.1016/j.tet.2010.05.051

  日期：2010.8

  A new and highly efficient route for the construction of a model for the synthesis of lactonamycin 1 is reported. The chemistry has been utilised for the synthesis of heterocyclic rings, and new reactions for the synthesis of dienes and alkynes are reported. (C) 2010 Elsevier Ltd. All rights reserved.
• A Novel Cyclisation Strategy for the Synthesis of Lactonamycin: A New Route to Highly Functionalised Heterocyclic Rings
  作者：Philip Parsons、Johnathan Board、Alexander Waters、Peter Hitchcock、Florian Wakenhut、Daryl Walter

  DOI：10.1055/s-2006-951542

  日期：——

  A novel thermal cascade reaction equivalent to the well-known [2+2+2] cycloaddition has been developed which is clean and reliable and does not involve the use of metal ions. This highly efficient method has been used to construct a model for the synthesis of the antibiotic lactonamycin. The utility of this new sequence for the formation of furans is also reported.

  已经开发了一种新的热级联反应，相当于众所周知的 [2+2+2] 环加成，该反应清洁可靠且不涉及使用金属离子。这种高效的方法已被用于构建抗生素乳霉素合成模型。还报道了这种新序列用于形成呋喃的效用。