(1R,5R,7R)-4-(Z)-ethylidene-7-methyl-2,6-dioxabicyclo[3,3.0]octan-3-one | 1431611-82-3

• 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: (1R,5R,7R)-4-(Z)-ethylidene-7-methyl-2,6-dioxabicyclo[3,3.0]octan-3-one
• CAS: 1431611-82-3
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: STSCOTMEAVWMGY-KJXGTXOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.04
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (2R,3aR,6aR)-6-(1-hydroxyethyl)-2-methyl-3,3a,6,6a-tetrahydro-2H-furo[3,2-b]furan-5-one 在 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以37 mg的产率得到(1R,5R,7R)-4-(E)-ethylidene-7-methyl-2,6-dioxabicyclo[3,3.0]octan-3-one
  参考文献：
  名称：

  Synthesis of bis-tetrahydrofuran subunit of (−)-neopallavicinin

  摘要：

  The stereospecific Pd/Cu-catalysed oxycarbonylation of syn/anti-hex-5-ene-2,4-diols 7/8 was used as a key step in the synthesis of bicyclic lactones 5 and 6. Eventually, the major intermediate 5 was transformed to the bis-tetrahydrofuran subunit of naturally occurring diterpenoid (-)-neopallavicinin 2. The target compound 3E was thus prepared in 7.5% overall yield over eight steps starting from commercially available (R)-methyl-3-hydroxybutanoate 9. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.03.100