(1S,6R)-5-((dimethylamino)methylene)-7,7-dimethyl-3-oxabicyclo[4.1.0]heptan-4-one | 1207861-82-2

• 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: (1S,6R)-5-((dimethylamino)methylene)-7,7-dimethyl-3-oxabicyclo[4.1.0]heptan-4-one
• CAS: 1207861-82-2
• 化学式: C₁₁H₁₇NO₂
• 分子量: 195.261
• InChiKey: OVCCWYPPDSKRIE-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.26
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  Bredereck 试剂 、 (+/-)-(2-Hydroxymethyl-3,3-dimethylcycloprop-1-yl)acetic acid lactone 以 甲苯 为溶剂， 生成 (1S,6R)-5-((dimethylamino)methylene)-7,7-dimethyl-3-oxabicyclo[4.1.0]heptan-4-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