trans-2-Methylene-3-(2'-hydroxycyclopentyl)propanoic Acid, δ-Lactone | 54312-52-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: trans-2-Methylene-3-(2'-hydroxycyclopentyl)propanoic Acid, δ-Lactone
• 英文别名: (4aR,7aS)-3-methylidene-4,4a,5,6,7,7a-hexahydrocyclopenta[b]pyran-2-one
• CAS: 54312-52-6
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: JTYSJRAKWCXEIH-SFYZADRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-碘环戊烷-1-酮 在 sodium tetrahydroborate 、 偶氮二异丁腈 、 六正丁基二锡 作用下， 以 甲醇 、 苯 为溶剂， 反应 4.0h， 生成 trans-2-Methylene-3-(2'-hydroxycyclopentyl)propanoic Acid, δ-Lactone
  参考文献：
  名称：

  Efficient access to functionalised medium-ring systems by radical fragmentation/radical addition to α-iodoketones

  摘要：

  Functionalised medium-ring systems of various sizes can be efficiently prepared by a novel approach that embodies a radical-induced fragmentation of bicyclic P-hydroxy ketones, followed by a second radical-coupling reaction. The unexpected reactivity of ot-keto radicals is also discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.200

文献信息

• Synthetic methods. 36. Utilization of ethyl 2-((phenylsulfonyl)methyl)acrylate for the synthesis of .alpha.-methylenevalerolactones
  作者：Eugene Ghera、Tamar Yechezkel、Alfred Hassner

  DOI：10.1021/jo00311a014

  日期：1990.11
• Efficient access to functionalised medium-ring systems by radical fragmentation/radical addition to α-iodoketones
  作者：Corinne De Dobbeleer、Ali Ates、Jean-Christophe Vanherk、István E. Markó

  DOI：10.1016/j.tetlet.2005.03.200

  日期：2005.5

  Functionalised medium-ring systems of various sizes can be efficiently prepared by a novel approach that embodies a radical-induced fragmentation of bicyclic P-hydroxy ketones, followed by a second radical-coupling reaction. The unexpected reactivity of ot-keto radicals is also discussed. (c) 2005 Elsevier Ltd. All rights reserved.