(4R)-4-ethenyl-5,5-dimethyloxolan-2-one | 1207861-80-0

• 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: (4R)-4-ethenyl-5,5-dimethyloxolan-2-one
• CAS: 1207861-80-0
• 化学式: C₈H₁₂O₂
• 分子量: 140.182
• InChiKey: DVQJVVLLMWPVOO-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  (+)-methyl {(1R,3S)-3-[(acetyloxy)methyl]-2,2-dimethylcyclopropyl}acetate 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 生成 (4R)-4-ethenyl-5,5-dimethyloxolan-2-one
  参考文献：
  名称：

  A Facile and Efficient Synthesis of 3,3-Dimethyl Isopropylidene Proline From (+)-3-Carene

  摘要：

  A highly efficient and practical route to 3,4-isopropylidene proline 1, starting from (+)-3-carene, was developed. The three continuous stereocenters were constructed using the inherent chirality of the starting natural product 2. The overall yield for the 12-step synthesis is 34%. The optimized sequence leading to 1 has been successfully applied on a multigram scale, thereby establishing the practicality of this route.

  DOI：

  10.1021/jo9022759

文献信息

• A Facile and Efficient Synthesis of 3,3-Dimethyl Isopropylidene Proline From (+)-3-Carene
  作者：Latha G. Nair、Anil Saksena、Raymond Lovey、Mousumi Sannigrahi、Jesse Wong、Jianshe Kong、Xiaoyong Fu、Viyyoor Girijavallabhan

  DOI：10.1021/jo9022759

  日期：2010.2.19

  A highly efficient and practical route to 3,4-isopropylidene proline 1, starting from (+)-3-carene, was developed. The three continuous stereocenters were constructed using the inherent chirality of the starting natural product 2. The overall yield for the 12-step synthesis is 34%. The optimized sequence leading to 1 has been successfully applied on a multigram scale, thereby establishing the practicality of this route.