2-[3-(bicyclo[2.2.1]hepta-2,5-dien-2-ylmethoxy)propoxy]tetrahydro-2H-pyran | 357670-25-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 2-[3-(bicyclo[2.2.1]hepta-2,5-dien-2-ylmethoxy)propoxy]tetrahydro-2H-pyran
• 英文别名: 2-[3-(2-bicyclo[2.2.1]hepta-2,5-dienylmethoxy)propoxy]oxane
• CAS: 357670-25-8
• 化学式: C₁₆H₂₄O₃
• 分子量: 264.365
• InChiKey: OGHHKHHDJLBOKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  19.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-[3-(bicyclo[2.2.1]hepta-2,5-dien-2-ylmethoxy)propoxy]tetrahydro-2H-pyran 在 草酰氯 、 4-甲基苯磺酸吡啶 、 二甲基亚砜 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.58h， 生成 3-(bicyclo[2.2.1]hepta-2,5-dien-2-ylmethoxy)propanal
  参考文献：
  名称：

  Intramolecular 1,3-Dipolar Cycloadditions of Norbornadiene-Tethered Nitrones

  摘要：

  Efficient routes to the synthesis of norbornadiene-tethered nitrones have been developed, and their intramolecular 1,3-dipolar cycloadditions were studied. The cycloadditions occurred in moderate to good yields for a variety of substrates and were found to be highly regio- and stereoselective, giving single regio- and stereoisomers in most cases.

  DOI：

  10.1021/jo015610b
• 作为产物：
  描述：

  2-norbornadienylmethanol 、 1-iodo-3-(tetrahydropyran-2-yloxy)propane 在 sodium hydroxide 、 四丁基溴化铵 作用下， 以 水 为溶剂， 反应 51.0h， 以71%的产率得到2-[3-(bicyclo[2.2.1]hepta-2,5-dien-2-ylmethoxy)propoxy]tetrahydro-2H-pyran
  参考文献：
  名称：

  Intramolecular 1,3-Dipolar Cycloadditions of Norbornadiene-Tethered Nitrones

  摘要：

  Efficient routes to the synthesis of norbornadiene-tethered nitrones have been developed, and their intramolecular 1,3-dipolar cycloadditions were studied. The cycloadditions occurred in moderate to good yields for a variety of substrates and were found to be highly regio- and stereoselective, giving single regio- and stereoisomers in most cases.

  DOI：

  10.1021/jo015610b

文献信息

• Intramolecular 1,3-Dipolar Cycloadditions of Norbornadiene-Tethered Nitrones
  作者：Geoffrey K. Tranmer、William Tam

  DOI：10.1021/jo015610b

  日期：2001.7.1

  Efficient routes to the synthesis of norbornadiene-tethered nitrones have been developed, and their intramolecular 1,3-dipolar cycloadditions were studied. The cycloadditions occurred in moderate to good yields for a variety of substrates and were found to be highly regio- and stereoselective, giving single regio- and stereoisomers in most cases.